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inquiryName: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
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inquiryOur 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
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inquiry1. 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
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inquiryD-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
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inquiryBest 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
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inquiryJ&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
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inquiryZibo 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
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inquiryProduct 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,
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inquiryWe 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
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inquiryShandong 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
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inquiryLocated 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
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inquiryJinhua 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
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inquiryR & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates
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inquiryOur clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS
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inquiryTAIHO 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
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inquiryhigh 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
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inquiryAnsciep 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
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inquiryD-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
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
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inquirymethyl (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
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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 benzene | 85% |
C18H23NO10
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
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
B
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
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
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
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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 |
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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 |
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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 |
N-acetylneuraminic acid methyl ester
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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 |
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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 |
N-acetylneuraminic acid methyl ester
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
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 | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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; |
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
5-acetamido-2,6-anhydro-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid methyl ester
Conditions | Yield |
---|---|
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; |
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
2,4,6-tris(prop-2-ynyloxy)-1,3,5-triazine
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
1,3,5-tris(prop-2-yn-1-yloxy)benzene
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 17h; | 85% |
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 4h; | 84% |
1-chloro-4-pentyne
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 4h; | 83% |
pent-1-yn-5-ol
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
propynoic acid benzylamide
Conditions | Yield |
---|---|
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
2-methyl-but-3-yn-2-ol
Conditions | Yield |
---|---|
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
trifluoroacetic anhydride
Conditions | Yield |
---|---|
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
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
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
heptafluorobutyric anhydride
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 0 - 135℃; Sealed tube; | 78% |
2-ethynylaniline
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; sodium L-ascorbate In methanol; water at 45℃; | 77% |
Fmoc-N-propargylamine
methyl 5-acetamido-4-azido-6-(1,2,3-triacetoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylate
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 18h; | 69% |
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