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Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe

Methyl 5-acetamido-7,8,9-o-triacetyl-2,6-anhydro-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonate

Cas:130525-58-5

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

Hubei DiBo chemical co., LTD

Name:D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID The alias:D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID CAS NO:130525-58-5 Molecular formula:C18H24N4O10 Molecular weight:456.406 Product Quality 12 years of chemical raw materials Mature operation of the

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID/CAS:130525-58-5

Cas:130525-58-5

Min.Order:25 Kilogram

FOB Price: $1.0 / 2.0

Type:Other

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Hebei Nengqian Chemical Import and Export Co., LTD

Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID CAS 130525-58-5

Cas:130525-58-5

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

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Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID

Cas:130525-58-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Factory direct supply CAS 130525-58-5 with best quality

Cas:130525-58-5

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Hebei Sankai Chemical Technology Co., Ltd

1. Product advantages ♦ High purity, all above 98.5%, no impurities after dissolution ♦ We will test each batch to ensure quality ♦ OEM and private brand services designed for free ♦ Various cap colors available ♦ W

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID CAS:130525-58-5

Cas:130525-58-5

Min.Order:1 Metric Ton

FOB Price: $15.0 / 30.0

Type:Trading Company

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Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

Pharmaceutical Intermediate, D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID CAS:130525-58-5

Cas:130525-58-5

Min.Order:1 Kilogram

FOB Price: $21.0 / 24.0

Type:Trading Company

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Qingdao Beluga Import and Export Co., LTD

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID CAS:130525-58-5 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high q

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID CAS:130525-58-5

Cas:130525-58-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

Taizhou Crene Biotechnology co.ltd

Our company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-

Zanamivir Azide Triacetate Methyl Ester 130525-58-5

Cas:130525-58-5

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

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Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID/CAS:130525-58-5

Cas:130525-58-5

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

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Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

Methyl 5-acetamido-7,8,9-o-triacetyl-2,6-anhydro-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonate

Cas:130525-58-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

We are leading fine chemicals supplier in China with ISO certificate, Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Organic Phosphine Ligands (Tert-butyl-phosphine.Cyclohexyl-phosphine...) 3.OLED

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID

Cas:130525-58-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Hangzhou Zhongqi chem Co.,Ltd.

Located in Hangzhou National Hi-Tech Industrial Development Zone, zhongqichem is a technical company mainly focus on the Custom synthesis, manufacturing, sales of chemicals to various industries. Benefiting from the outstanding customer service and h

JINHUA HUAYI CHEMICAL CO., LTD.

Jinhua huayi chemical co., ltd. is dedicated to the development, production and marketing of chemicals. On the basis of equality and mutual benefit, and under the principle of customer first, credit first, quality first, we are ready to join hands

Methyl 5-Acetamido-7,8,9-O-Triacetyl-2,6-Anhydro-4-Azido-3,4,5-Trideoxy-D-Glycero-D-Galacto-Non-2-Enonat

Cas:130525-58-5

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

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Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates

Henan Allgreen Chemical Co.,Ltd

high quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea

Aecochem Corp.

Our clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS

Hubei Taiho Chemical Co.,LTD

TAIHO Unique Advantages:1.We're factory2.Free samples available3.Commodity inspection can be done4.ISO9001,Kosher certifications5.10 years experiences Storage:Store in cool &dry place Package:aluminium foil bag/fiber can/plastic drum Application:comp

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID

Cas:130525-58-5

Min.Order:0

Negotiable

Type:Manufacturers

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Xi`an Eastling Biotech Co., Ltd.

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:Beijing or Guangzhou

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID

Cas:130525-58-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

Guangdong Juda Chemical Industrial Co.,Limited

Factory supply high purity low priceAppearance:solid or liquid Storage:sealed in cool and dry place Package:As customer's requested Application:Pharma Intermediate Transportation:by courier/air/sea Port:Any port in China

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID CAS No.130525-58-5

Cas:130525-58-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACIDAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air, by sea, by express

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID

Cas:130525-58-5

Min.Order:0

Negotiable

Type:Other

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Hangzhou ZeErRui Chemical Co., Ltd.

Hangzhou ZeErRui Chemical Co., Ltd. located in Lingang industrial areas, our plant covers an area of 6000 square meters.ZeErRui dedicated to the development, production and marketing of chemicals. We have earned ourselves a good reputation at home an

Zanamivir Azide Triacetate Methyl Ester manufature

Cas:130525-58-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Send Pharmaceutical Technology Co., Ltd.

stock,low price,high quality,high purity,good sevice Application:R&D

Chemsigma International Co.,Ltd.

bulk?production Application:Pharmaceutical intermediates

D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID

Cas:130525-58-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

methyl (5-acetamido-7,8,9-tri-O-acetyl-4-azido-2-chloro-3,4,5-trideoxy-β-D-glycerol-D-galacto-2-nonulopyranosid)onate
163860-77-3

methyl (5-acetamido-7,8,9-tri-O-acetyl-4-azido-2-chloro-3,4,5-trideoxy-β-D-glycerol-D-galacto-2-nonulopyranosid)onate

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 10℃; for 1h;98%
methyl (3aS,4R,7aR)-4-[(1S,2R)-1,2,3-triacetoxy-propyl]-2-methyl-3a,7a-dihydro-4H-pyrano[3,4-d][1,3]oxazole-6-carboxylate
78850-37-0

methyl (3aS,4R,7aR)-4-[(1S,2R)-1,2,3-triacetoxy-propyl]-2-methyl-3a,7a-dihydro-4H-pyrano[3,4-d][1,3]oxazole-6-carboxylate

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
With trimethylsilylazide In tert-butyl alcohol for 10h; Inert atmosphere; Reflux;96%
Stage #1: methyl (3aS,4R,7aR)-4-[(1S,2R)-1,2,3-triacetoxy-propyl]-2-methyl-3a,7a-dihydro-4H-pyrano[3,4-d][1,3]oxazole-6-carboxylate With trimethylsilylazide In tert-butyl alcohol for 10h; Inert atmosphere; Reflux;
Stage #2: With hydrogenchloride; sodium nitrite In water; ethyl acetate; tert-butyl alcohol at 20℃; for 0.5h;
96%
Stage #1: methyl (3aS,4R,7aR)-4-[(1S,2R)-1,2,3-triacetoxy-propyl]-2-methyl-3a,7a-dihydro-4H-pyrano[3,4-d][1,3]oxazole-6-carboxylate With trimethylsilylazide In tert-butyl alcohol for 10h; Inert atmosphere; Reflux;
Stage #2: With hydrogenchloride; sodium nitrite In water
96%
Methyl 5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-talo-non-2-enonate
80973-54-2

Methyl 5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-talo-non-2-enonate

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
With diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene for 23h; Ambient temperature;87%
With 1,8-diazabicyclo[5.4.0]-undecen-7-ene; diphenylphosphoranyl azide In benzene85%
C18H23NO10
366018-39-5

C18H23NO10

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Stage #1: C18H23NO10 With trimethylsilylazide In tert-butyl alcohol Inert atmosphere; Reflux;
Stage #2: With hydrogenchloride; sodium nitrite In water; tert-butyl alcohol for 1h;
76%
With trimethylsilylazide In butan-1-ol
With trimethylsilylazide In butan-1-ol
Methyl 5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-talo-non-2-enonate
80973-54-2

Methyl 5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-talo-non-2-enonate

A

methyl 5-acetamido-7,8,9-tri-O-acetyl-4-azido-2,3-didehydro-2,3,4,5-tetradeoxy-D-glycero-D-talo-2-nonulopyranosidonate
130525-59-6

methyl 5-acetamido-7,8,9-tri-O-acetyl-4-azido-2,3-didehydro-2,3,4,5-tetradeoxy-D-glycero-D-talo-2-nonulopyranosidonate

B

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
With ammonia; triphenylphosphine; diethylazodicarboxylate In toluene at 0℃; for 14h;A 17%
B 67%
With ammonia; triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0℃; for 14h;A 52%
B 34%
methyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-4-azido-3,4,5-trideoxy-2-thio-D-glycero-α-D-galacto-nonulopyranosid)onate
163860-78-4

methyl (methyl 5-acetamido-7,8,9-tri-O-acetyl-4-azido-3,4,5-trideoxy-2-thio-D-glycero-α-D-galacto-nonulopyranosid)onate

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
4064-06-6

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

A

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

B

(2R,4S,5R,6R)-5-Acetylamino-4-azido-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
163860-80-8

(2R,4S,5R,6R)-5-Acetylamino-4-azido-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With methylsulfenyl bromide; 3 A molecular sieve; silver trifluoromethanesulfonate In 1,2-dichloro-ethane; acetonitrile at -38℃; for 16h; Yield given;
N-{(R)-1-[(S)-Hydroxy-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-methyl]-but-3-enyl}-acetamide
639476-14-5

N-{(R)-1-[(S)-Hydroxy-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-methyl]-but-3-enyl}-acetamide

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 84 percent / Et3N / CH2Cl2 / 2 h / 20 °C
2: 87 percent / NaH / tetrahydrofuran / 24 h / 40 °C
3: 68 percent / aq. NaN3; NH4Cl / ethanol / 48 h / Heating
4: 99 percent / Et3N / CH2Cl2 / 0.5 h / 20 °C
5: NMO monohydrate; OsO4; H2O / 2-methyl-propan-2-ol; acetone / 14 h / 20 °C
6: KBr; TBAB; aq. NaHCO3 / Ca(ClO)2; TEMPO / 16 - 20 °C
7: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C
8: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
9: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
10: 65 percent / pyridine / 12 h / 20 °C
11: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
12: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
Methanesulfonic acid (1S,2R)-2-acetylamino-1-((4R,5S,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pent-4-enyl ester
691356-36-2

Methanesulfonic acid (1S,2R)-2-acetylamino-1-((4R,5S,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pent-4-enyl ester

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 87 percent / NaH / tetrahydrofuran / 24 h / 40 °C
2: 68 percent / aq. NaN3; NH4Cl / ethanol / 48 h / Heating
3: 99 percent / Et3N / CH2Cl2 / 0.5 h / 20 °C
4: NMO monohydrate; OsO4; H2O / 2-methyl-propan-2-ol; acetone / 14 h / 20 °C
5: KBr; TBAB; aq. NaHCO3 / Ca(ClO)2; TEMPO / 16 - 20 °C
6: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C
7: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
8: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
9: 65 percent / pyridine / 12 h / 20 °C
10: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
11: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
Benzyl-[(S)-2-benzyloxy-2-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-eth-(E)-ylidene]-amine

Benzyl-[(S)-2-benzyloxy-2-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-eth-(E)-ylidene]-amine

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 15 steps
1: 56 percent / diethyl ether / 0 - 25 °C
2: 88 percent / Et3N / CH2Cl2
3: 82 percent / Li; NH3 / tetrahydrofuran / 1 h / -40 °C
4: 84 percent / Et3N / CH2Cl2 / 2 h / 20 °C
5: 87 percent / NaH / tetrahydrofuran / 24 h / 40 °C
6: 68 percent / aq. NaN3; NH4Cl / ethanol / 48 h / Heating
7: 99 percent / Et3N / CH2Cl2 / 0.5 h / 20 °C
8: NMO monohydrate; OsO4; H2O / 2-methyl-propan-2-ol; acetone / 14 h / 20 °C
9: KBr; TBAB; aq. NaHCO3 / Ca(ClO)2; TEMPO / 16 - 20 °C
10: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C
11: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
12: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
13: 65 percent / pyridine / 12 h / 20 °C
14: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
15: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
(4R,5S,6R,7R,8R)-N4-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene
639476-04-3

(4R,5S,6R,7R,8R)-N4-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1: 88 percent / Et3N / CH2Cl2
2: 82 percent / Li; NH3 / tetrahydrofuran / 1 h / -40 °C
3: 84 percent / Et3N / CH2Cl2 / 2 h / 20 °C
4: 87 percent / NaH / tetrahydrofuran / 24 h / 40 °C
5: 68 percent / aq. NaN3; NH4Cl / ethanol / 48 h / Heating
6: 99 percent / Et3N / CH2Cl2 / 0.5 h / 20 °C
7: NMO monohydrate; OsO4; H2O / 2-methyl-propan-2-ol; acetone / 14 h / 20 °C
8: KBr; TBAB; aq. NaHCO3 / Ca(ClO)2; TEMPO / 16 - 20 °C
9: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C
10: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
11: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
12: 65 percent / pyridine / 12 h / 20 °C
13: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
14: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
(4R,5S,6R,7R,8R)-N4-benzyl-N4-acetyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene
639476-05-4

(4R,5S,6R,7R,8R)-N4-benzyl-N4-acetyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1: 82 percent / Li; NH3 / tetrahydrofuran / 1 h / -40 °C
2: 84 percent / Et3N / CH2Cl2 / 2 h / 20 °C
3: 87 percent / NaH / tetrahydrofuran / 24 h / 40 °C
4: 68 percent / aq. NaN3; NH4Cl / ethanol / 48 h / Heating
5: 99 percent / Et3N / CH2Cl2 / 0.5 h / 20 °C
6: NMO monohydrate; OsO4; H2O / 2-methyl-propan-2-ol; acetone / 14 h / 20 °C
7: KBr; TBAB; aq. NaHCO3 / Ca(ClO)2; TEMPO / 16 - 20 °C
8: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C
9: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
10: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
11: 65 percent / pyridine / 12 h / 20 °C
12: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
13: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
1-[(2R,3R)-2-Allyl-3-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-aziridin-1-yl]-ethanone
639476-15-6

1-[(2R,3R)-2-Allyl-3-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-aziridin-1-yl]-ethanone

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 68 percent / aq. NaN3; NH4Cl / ethanol / 48 h / Heating
2: 99 percent / Et3N / CH2Cl2 / 0.5 h / 20 °C
3: NMO monohydrate; OsO4; H2O / 2-methyl-propan-2-ol; acetone / 14 h / 20 °C
4: KBr; TBAB; aq. NaHCO3 / Ca(ClO)2; TEMPO / 16 - 20 °C
5: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C
6: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
7: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
8: 65 percent / pyridine / 12 h / 20 °C
9: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
10: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
(1R,2S)-2-Azido-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pent-4-enylamine
639476-17-8

(1R,2S)-2-Azido-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pent-4-enylamine

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 99 percent / Et3N / CH2Cl2 / 0.5 h / 20 °C
2: NMO monohydrate; OsO4; H2O / 2-methyl-propan-2-ol; acetone / 14 h / 20 °C
3: KBr; TBAB; aq. NaHCO3 / Ca(ClO)2; TEMPO / 16 - 20 °C
4: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C
5: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
6: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
7: 65 percent / pyridine / 12 h / 20 °C
8: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
9: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
N-[(1R,2S)-2-Azido-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pent-4-enyl]-acetamide
639476-18-9

N-[(1R,2S)-2-Azido-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pent-4-enyl]-acetamide

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: NMO monohydrate; OsO4; H2O / 2-methyl-propan-2-ol; acetone / 14 h / 20 °C
2: KBr; TBAB; aq. NaHCO3 / Ca(ClO)2; TEMPO / 16 - 20 °C
3: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C
4: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
5: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
6: 65 percent / pyridine / 12 h / 20 °C
7: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
8: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
N-[(1R,2S)-2-Azido-4,5-dihydroxy-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentyl]-acetamide
725725-05-3

N-[(1R,2S)-2-Azido-4,5-dihydroxy-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentyl]-acetamide

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: KBr; TBAB; aq. NaHCO3 / Ca(ClO)2; TEMPO / 16 - 20 °C
2: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C
3: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
4: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
5: 65 percent / pyridine / 12 h / 20 °C
6: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
7: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
(2S,4S,5R,6R)-5-Acetylamino-4-azido-2-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
725725-09-7

(2S,4S,5R,6R)-5-Acetylamino-4-azido-2-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 65 percent / pyridine / 12 h / 20 °C
2: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
3: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
(4S,5R)-5-Acetylamino-4-azido-2-hydroxy-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid

(4S,5R)-5-Acetylamino-4-azido-2-hydroxy-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C
2: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
3: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
4: 65 percent / pyridine / 12 h / 20 °C
5: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
6: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
(4S,5R)-5-Acetylamino-4-azido-2-oxo-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid methyl ester
725725-07-5

(4S,5R)-5-Acetylamino-4-azido-2-oxo-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid methyl ester

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
2: 65 percent / pyridine / 12 h / 20 °C
3: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
4: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
(4S,5R)-5-Acetylamino-4-azido-2-hydroxy-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid methyl ester
725725-06-4

(4S,5R)-5-Acetylamino-4-azido-2-hydroxy-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid methyl ester

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
2: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C
3: 65 percent / pyridine / 12 h / 20 °C
4: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
5: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
(2R,4S,5R,6R)-2-Acetoxy-5-acetylamino-4-azido-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
725725-10-0

(2R,4S,5R,6R)-2-Acetoxy-5-acetylamino-4-azido-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C
2: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C
View Scheme
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 42 h / Ambient temperature
2: HCl(g) / acetonitrile / 20 h / -42 - 20 °C
3: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / Ambient temperature
4: BF3*Et2O / benzene; methanol / 18 h / Ambient temperature
5: 50percent aq. AcOH / ethyl acetate / Ambient temperature
6: 87 percent / diphenylphosphoryl azide, 1,8-diazabicyclo<5.4.0>undec-7-ene / 23 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: pyridine
2: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 50 °C
3: trimethylsilylazide / tert-butyl alcohol / 9 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: pyridine; dmap
2: trimethylsilyl trifluoromethanesulfonate / ethyl acetate
3: trimethylsilylazide / tert-butyl alcohol
View Scheme
methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate
73960-72-2

methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: BF3*Et2O / benzene; methanol / 18 h / Ambient temperature
2: 50percent aq. AcOH / ethyl acetate / Ambient temperature
3: 87 percent / diphenylphosphoryl azide, 1,8-diazabicyclo<5.4.0>undec-7-ene / 23 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 96 percent / MeOH, BF3*Et2O / CH2Cl2 / 16 h / 25 - 30 °C
2: 82.5 percent / Me3Si-azide / 2-methyl-propan-2-ol / 4 h / 80 °C
View Scheme
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosyl chloride
132883-18-2

methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosyl chloride

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / Ambient temperature
2: BF3*Et2O / benzene; methanol / 18 h / Ambient temperature
3: 50percent aq. AcOH / ethyl acetate / Ambient temperature
4: 87 percent / diphenylphosphoryl azide, 1,8-diazabicyclo<5.4.0>undec-7-ene / 23 h / Ambient temperature
View Scheme
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: HCl(g) / acetonitrile / 20 h / -42 - 20 °C
2: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / Ambient temperature
3: BF3*Et2O / benzene; methanol / 18 h / Ambient temperature
4: 50percent aq. AcOH / ethyl acetate / Ambient temperature
5: 87 percent / diphenylphosphoryl azide, 1,8-diazabicyclo<5.4.0>undec-7-ene / 23 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 50 °C
2: trimethylsilylazide / tert-butyl alcohol / 9 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 50 °C
2: trimethylsilylazide / tert-butyl alcohol / 9 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate
2: trimethylsilylazide / tert-butyl alcohol
View Scheme
Multi-step reaction with 2 steps
1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 50 °C
2: trimethylsilylazide / tert-butyl alcohol / 80 °C
View Scheme
(1S,2R)-1-((2R,3R,4S,6R)-3-acetamido-4,6-diacetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate
108740-39-2, 6931-68-6, 72690-21-2, 73208-82-9, 108740-37-0, 108740-38-1, 119241-63-3, 119241-64-4, 119241-65-5, 147129-72-4, 147129-73-5, 74006-95-4

(1S,2R)-1-((2R,3R,4S,6R)-3-acetamido-4,6-diacetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 82 percent / Me3SiSO3CF3 / acetonitrile / 2 h / 50 °C
2: 77 percent / trifluoroacetic acid / tetrahydrofuran / Ambient temperature
3: 67 percent / PPh3, NH3, DEAD / toluene / 14 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1.1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 30 - 52 °C / Inert atmosphere
2.1: trimethylsilylazide / tert-butyl alcohol / Inert atmosphere; Reflux
2.2: 1 h
View Scheme
Multi-step reaction with 2 steps
1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate
2: trimethylsilylazide / butan-1-ol
View Scheme
Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: Amberlite IR120 (H+)
2: pyridine
3: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 50 °C
4: trimethylsilylazide / tert-butyl alcohol / 9 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: H+ resin
2: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 50 °C
3: trimethylsilylazide / tert-butyl alcohol / 80 °C
View Scheme
N-acetyl neuraminic acid
19342-33-7

N-acetyl neuraminic acid

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: Dowex-50 (H+) / 40 - 45 °C
2.1: pyridine / 20 °C / Cooling with ice
3.1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 30 - 52 °C / Inert atmosphere
4.1: trimethylsilylazide / tert-butyl alcohol / Inert atmosphere; Reflux
4.2: 1 h
View Scheme
Multi-step reaction with 4 steps
1: Dowex H+
2: pyridine
3: trimethylsilyl trifluoromethanesulfonate / ethyl acetate
4: trimethylsilylazide / butan-1-ol
View Scheme
Multi-step reaction with 4 steps
1: Dowex 50W-X4(H+) / 20 °C
2: dmap / pyridine / 0.25 h / Cooling with ice
3: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3.5 h / 30 - 52 °C / Inert atmosphere
4: trimethylsilylazide / tert-butyl alcohol / 10 h / Inert atmosphere; Reflux
View Scheme
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: pyridine / 20 °C / Cooling with ice
2.1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 30 - 52 °C / Inert atmosphere
3.1: trimethylsilylazide / tert-butyl alcohol / Inert atmosphere; Reflux
3.2: 1 h
View Scheme
Multi-step reaction with 3 steps
1: pyridine
2: trimethylsilyl trifluoromethanesulfonate / ethyl acetate
3: trimethylsilylazide / butan-1-ol
View Scheme
Multi-step reaction with 3 steps
1: dmap / pyridine / 0.25 h / Cooling with ice
2: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3.5 h / 30 - 52 °C / Inert atmosphere
3: trimethylsilylazide / tert-butyl alcohol / 10 h / Inert atmosphere; Reflux
View Scheme
N-((4R,5R,6R,7R)-6,7,8-tris(benzyloxy)-5-((tert-butyldimethylsilyl)oxy)oct-1-en-4-yl)acetamide
1372800-41-3

N-((4R,5R,6R,7R)-6,7,8-tris(benzyloxy)-5-((tert-butyldimethylsilyl)oxy)oct-1-en-4-yl)acetamide

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 2.5 h / 45 °C / Inert atmosphere
2: sodium periodate / water; acetone; tert-butyl alcohol / 2 h / 20 °C / Inert atmosphere
3: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -20 °C / Inert atmosphere
4: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere
5: boron trifluoride diethyl etherate / acetonitrile / 0.5 h / 0 °C / Inert atmosphere
6: 30% Pd/C; hydrogen / tetrahydrofuran; methanol / 3 h / 20 °C / 760.05 Torr / Inert atmosphere
7: pyridine; dmap / 5.5 h / 20 °C / Inert atmosphere
8: triphenylphosphine hydrobromide / acetonitrile / 5 h / 0 - 55 °C / Inert atmosphere
9: copper(I) bromide / dichloromethane / 3 h / Reflux; Inert atmosphere
10: sulfuric acid; acetic acid / 12 h / 0 - 20 °C / Inert atmosphere
11: trimethylsilylazide / tert-butyl alcohol / 10 h / Reflux; Inert atmosphere
View Scheme
N-((3R,4R,5R,6R)-5,6,7-tris(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)-1-oxoheptan-3-yl)acetamide
1372800-42-4

N-((3R,4R,5R,6R)-5,6,7-tris(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)-1-oxoheptan-3-yl)acetamide

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -20 °C / Inert atmosphere
2: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere
3: boron trifluoride diethyl etherate / acetonitrile / 0.5 h / 0 °C / Inert atmosphere
4: 30% Pd/C; hydrogen / tetrahydrofuran; methanol / 3 h / 20 °C / 760.05 Torr / Inert atmosphere
5: pyridine; dmap / 5.5 h / 20 °C / Inert atmosphere
6: triphenylphosphine hydrobromide / acetonitrile / 5 h / 0 - 55 °C / Inert atmosphere
7: copper(I) bromide / dichloromethane / 3 h / Reflux; Inert atmosphere
8: sulfuric acid; acetic acid / 12 h / 0 - 20 °C / Inert atmosphere
9: trimethylsilylazide / tert-butyl alcohol / 10 h / Reflux; Inert atmosphere
View Scheme
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-4-amino-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid methyl ester
139110-70-6

5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-4-amino-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid methyl ester

Conditions
ConditionsYield
With hydrogen In ethanol at 20℃; for 9h;100%
With ammonium chloride; zinc In ethanol; water at 20 - 30℃; for 0.5h;94%
With ammonium chloride; zinc In water at 20 - 30℃;94%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

5-acetamido-7,8,9-tri-O-acetyl-4-(N-tert-butoxycarbonyl)-amino-2,3,4,5-tetradeoxy-D-glycero-D-galacto-non-2-enopyranosonic acid methyl ester

5-acetamido-7,8,9-tri-O-acetyl-4-(N-tert-butoxycarbonyl)-amino-2,3,4,5-tetradeoxy-D-glycero-D-galacto-non-2-enopyranosonic acid methyl ester

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 50℃; under 760.051 Torr; for 48h;98%
Stage #1: methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate With triphenylphosphine In tetrahydrofuran; water at 85℃; for 4h;
Stage #2: di-tert-butyl dicarbonate With triethylamine In tetrahydrofuran; water at 0 - 20℃; for 3h;
82%
With 5%-palladium/activated carbon; hydrogen In methanol at 20℃; for 1h;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

methyl 5-[acetyl(tert-butoxycarbonyl)amino]-7,8,9-tri-O-acetyl-2,6-anhydro-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonate
171886-97-8

methyl 5-[acetyl(tert-butoxycarbonyl)amino]-7,8,9-tri-O-acetyl-2,6-anhydro-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonate

Conditions
ConditionsYield
With dmap In tetrahydrofuran at 60℃; Inert atmosphere;96%
With dmap In 1,4-dioxane 1.) RT, 89 h, 2.) 80 deg C, 2 h;86%
With dmap In 1,4-dioxane at 20℃; for 12h;50%
With dmap In tetrahydrofuran for 2h; Reflux;
N-propargyl 3β-hydroxyolean-12-en-28-amide

N-propargyl 3β-hydroxyolean-12-en-28-amide

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

(5R)-acetylamino-(4S)-[4-[(3β-hydroxyolean-12-en-28-oyl)amino]methyl-1,2,3-triazol-1-yl]-(6R)-((1S,2R)-1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

(5R)-acetylamino-(4S)-[4-[(3β-hydroxyolean-12-en-28-oyl)amino]methyl-1,2,3-triazol-1-yl]-(6R)-((1S,2R)-1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In dichloromethane; water at 20℃; for 12h;93%
N-propargyl 3β-dihydroxyurs-12-en-28-amide

N-propargyl 3β-dihydroxyurs-12-en-28-amide

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

(5R)-acetylamino-(4S)-[4-[(3β-hydroxyurs-12-en-28-oyl)amino]methyl-1,2,3-triazol-1-yl]-(6R)-((1S,2R)-1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

(5R)-acetylamino-(4S)-[4-[(3β-hydroxyurs-12-en-28-oyl)amino]methyl-1,2,3-triazol-1-yl]-(6R)-((1S,2R)-1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In dichloromethane; water at 20℃; for 12h;93%
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine
152120-54-2, 862686-58-6, 1143572-00-2

N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine

(1S,2R)-1-((2R,3R,45)-3-acetamido-4-(2,3-bis(tert-butoxycarbonyl)guanidino)-6-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

(1S,2R)-1-((2R,3R,45)-3-acetamido-4-(2,3-bis(tert-butoxycarbonyl)guanidino)-6-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

Conditions
ConditionsYield
Stage #1: methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate With triphenylphosphine In tetrahydrofuran at 13 - 20℃; for 2.33333h;
Stage #2: With water; lithium hydroxide In tetrahydrofuran for 28h;
Stage #3: N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine With dmap In tetrahydrofuran; water for 36h;
92.8%
Stage #1: methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate With hydrogen In ethanol under 760.051 Torr; for 8h;
Stage #2: N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine In tetrahydrofuran at 20℃; for 18h;
50%
Stage #1: methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate With Lindlar's catalyst In ethanol under 760.051 Torr; for 8h;
Stage #2: N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine In tetrahydrofuran; ethanol at 20℃; for 18h;
50%
N-propargyl 3β, 16α-dihydroxyolean-12-en-28-amide
1438766-95-0

N-propargyl 3β, 16α-dihydroxyolean-12-en-28-amide

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

(5R)-acetylamino-(4S)-[4-[(3β,16α-dihydroxyolean-12-en-28-oyl)amino]methyl-1,2,3-triazol-1-yl]-(6R)-((1S,2R)-1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

(5R)-acetylamino-(4S)-[4-[(3β,16α-dihydroxyolean-12-en-28-oyl)amino]methyl-1,2,3-triazol-1-yl]-(6R)-((1S,2R)-1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In dichloromethane; water at 20℃; for 12h;91%
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

methyl 5-acetamido-2,7,8,9-tetra-O-acetyl-4-azido-3,4,5-trideoxy-3-iodo-D-erythro-α-L-manno-non-2-ulopyranosonate

methyl 5-acetamido-2,7,8,9-tetra-O-acetyl-4-azido-3,4,5-trideoxy-3-iodo-D-erythro-α-L-manno-non-2-ulopyranosonate

Conditions
ConditionsYield
With N-iodo-succinimide; sodium acetate; acetic acid at 20℃; for 1.5h;90%
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

5-acetamido-2,6-anhydro-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid

5-acetamido-2,6-anhydro-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid

Conditions
ConditionsYield
Stage #1: methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate With sodium methylate In methanol
Stage #2: With sodium hydroxide
89%
Stage #1: methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate With sodium methylate In methanol at 0℃; for 0.5h;
Stage #2: With lithium hydroxide monohydrate In tetrahydrofuran; water at 0℃; for 0.5h;
Stage #3: In tetrahydrofuran; water
61%
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

5-acetamido-2,6-anhydro-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid methyl ester
152178-79-5

5-acetamido-2,6-anhydro-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid methyl ester

Conditions
ConditionsYield
With methanol; sodium methylate at 20℃; for 3h;88%
With sodium methylate In methanol at 21℃; for 2.5h;71.2%
Stage #1: methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate With sodium methylate In methanol at 20℃; for 2h;
Stage #2: With hydrogenchloride In 1,4-dioxane; methanol pH=6 - 7;
69%
Stage #1: methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate; sodium methylate In methanol at 20℃; for 1h;
Stage #2: With Dowex-50x8 (H+) In methanol
66%
With methanol; sodium methylate for 2h; Cooling with ice;
C21H26N2O4S

C21H26N2O4S

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

C38H48N4O14

C38H48N4O14

Conditions
ConditionsYield
Stage #1: methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate With hydrogen In methanol at 20℃; for 14h; Inert atmosphere;
Stage #2: C21H26N2O4S With triethylamine; mercury dichloride In dichloromethane at 20℃; for 6h; Inert atmosphere;
88%
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

2,4,6-tris(prop-2-ynyloxy)-1,3,5-triazine
15911-93-0

2,4,6-tris(prop-2-ynyloxy)-1,3,5-triazine

2,4,6-tris-2-yloxymethyl-{5-acetylamino-6-(1,2,3-triacetoxypropyl)-4-[1,2,3]-2-yloxymethyl-1-yl-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester}-[1,3,5]triazine

2,4,6-tris-2-yloxymethyl-{5-acetylamino-6-(1,2,3-triacetoxypropyl)-4-[1,2,3]-2-yloxymethyl-1-yl-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester}-[1,3,5]triazine

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 4h;87%
N-propargyl-3β-hydroxy-lup-20(29)-en-28-amide
1596376-96-3

N-propargyl-3β-hydroxy-lup-20(29)-en-28-amide

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

(5R)-acetylamino-(4S)-[4-[(3β-hydroxylup-20(29)-en-28-oyl)amino]methyl-1,2,3-triazol-1-yl]-(6R)-((1S,2R)-1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

(5R)-acetylamino-(4S)-[4-[(3β-hydroxylup-20(29)-en-28-oyl)amino]methyl-1,2,3-triazol-1-yl]-(6R)-((1S,2R)-1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In dichloromethane; water at 20℃; for 12h;87%
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

1,3,5-tris(prop-2-yn-1-yloxy)benzene
114233-80-6

1,3,5-tris(prop-2-yn-1-yloxy)benzene

2,4,6-tris-2-yloxymethyl-{5-acetylamino-6-(1,2,3-triacetoxypropyl)-4-[1,2,3]-2-yloxymethyl-1-yl-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester}-[1,3,5]benzene

2,4,6-tris-2-yloxymethyl-{5-acetylamino-6-(1,2,3-triacetoxypropyl)-4-[1,2,3]-2-yloxymethyl-1-yl-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester}-[1,3,5]benzene

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 17h;85%
C20H30N2O3S

C20H30N2O3S

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

C37H52N4O13

C37H52N4O13

Conditions
ConditionsYield
Stage #1: methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate With hydrogen In methanol at 20℃; for 14h; Inert atmosphere;
Stage #2: C20H30N2O3S With triethylamine; mercury dichloride In dichloromethane at 20℃; for 6h; Inert atmosphere;
85%
1-Pentyne
627-19-0

1-Pentyne

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

methyl 5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-3,4,5-trideoxy-4-(4-propyl-[1,2,3]triazol-1-yl)-D-glycero-D-galacto-non-2-enonate

methyl 5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-3,4,5-trideoxy-4-(4-propyl-[1,2,3]triazol-1-yl)-D-glycero-D-galacto-non-2-enonate

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 4h;84%
1-chloro-4-pentyne
14267-92-6

1-chloro-4-pentyne

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

5-acetylamino-4-[4-(3-chloropropyl)-[1,2,3]triazol-1-yl]-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

5-acetylamino-4-[4-(3-chloropropyl)-[1,2,3]triazol-1-yl]-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 4h;83%
pent-1-yn-5-ol
5390-04-5

pent-1-yn-5-ol

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

5-acetylamino-4-[4-(3-hydroxypropyl)-[1,2,3]triazol-1-yl]-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

5-acetylamino-4-[4-(3-hydroxypropyl)-[1,2,3]triazol-1-yl]-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 1.5h;82%
With copper(II) sulfate; sodium L-ascorbate In ethanol; water at 25℃;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

methyl 7,8,9-tri-O-acetyl-2,6-anhydro-5-(tert-butoxycarboxyamido)-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enoate
171241-95-5

methyl 7,8,9-tri-O-acetyl-2,6-anhydro-5-(tert-butoxycarboxyamido)-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enoate

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate With dmap In tetrahydrofuran for 2h; Reflux;
Stage #2: With sodium methylate In methanol at 0℃; for 1h;
82%
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

propynoic acid benzylamide
87605-11-6

propynoic acid benzylamide

5-acetylamino-4-(4-benzoylaminocarbonyl-[1,2,3]triazol-1-yl)-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

5-acetylamino-4-(4-benzoylaminocarbonyl-[1,2,3]triazol-1-yl)-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 1.5h;81%
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

2-methyl-but-3-yn-2-ol
115-19-5

2-methyl-but-3-yn-2-ol

5-acetylamino-4-[4-(1-hydroxy-1-methylethyl)-[1,2,3]triazol-1-yl]-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

5-acetylamino-4-[4-(1-hydroxy-1-methylethyl)-[1,2,3]triazol-1-yl]-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 1.5h;80%
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

methyl 7,8,9-tri-O-acetyl-2,6-anhydro-4-azido-3,4,5-trideoxy-5-(2,2,2-trifluoroacetamido)-D-glycero-D-galacto-non-2-enonate

methyl 7,8,9-tri-O-acetyl-2,6-anhydro-4-azido-3,4,5-trideoxy-5-(2,2,2-trifluoroacetamido)-D-glycero-D-galacto-non-2-enonate

Conditions
ConditionsYield
With triethylamine In acetonitrile at 0 - 135℃; Sealed tube;80%
In acetonitrile at 135℃; for 0.166667h; Microwave irradiation;75%
2,2,3,3,3-pentafluoropropanoic anhydride
356-42-3

2,2,3,3,3-pentafluoropropanoic anhydride

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

methyl 7,8,9-tri-O-acetyl-2,6-anhydro-4-azido-3,4,5-trideoxy-5-(2,2,3,3,3-pentafluoropropionamido)-D-glycero-D-galacto-non-2-enonate

methyl 7,8,9-tri-O-acetyl-2,6-anhydro-4-azido-3,4,5-trideoxy-5-(2,2,3,3,3-pentafluoropropionamido)-D-glycero-D-galacto-non-2-enonate

Conditions
ConditionsYield
With triethylamine In acetonitrile at 0 - 135℃; Sealed tube;78%
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

heptafluorobutyric anhydride
336-59-4

heptafluorobutyric anhydride

methyl 7,8,9-tri-O-acetyl-2,6-anhydro-4-azido-3,4,5-trideoxy-5-(2,2,3,3,4,4,4-heptafluorobutyramido)-D-glycero-D-galacto-non-2-enonate

methyl 7,8,9-tri-O-acetyl-2,6-anhydro-4-azido-3,4,5-trideoxy-5-(2,2,3,3,4,4,4-heptafluorobutyramido)-D-glycero-D-galacto-non-2-enonate

Conditions
ConditionsYield
With triethylamine In acetonitrile at 0 - 135℃; Sealed tube;78%
2-ethynylaniline
52670-38-9

2-ethynylaniline

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

methyl 5-acetamido-7,8,9-tri-O-acetyl-4-(4-((2-aminophenyl)-1H-1,2,3-triazol-1-yl))-2,6-anhydro-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonate

methyl 5-acetamido-7,8,9-tri-O-acetyl-4-(4-((2-aminophenyl)-1H-1,2,3-triazol-1-yl))-2,6-anhydro-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonate

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; sodium L-ascorbate In methanol; water at 45℃;77%
Fmoc-N-propargylamine
127896-08-6

Fmoc-N-propargylamine

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
130525-58-5

methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate

5-acetylamino-4-{4-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]-[1,2,3]triazol-1-yl}-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

5-acetylamino-4-{4-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]-[1,2,3]triazol-1-yl}-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 18h;69%

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