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Wuhan Fortuna Chemical Co.,Ltd

Manufacturer supply 5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol CAS 111549-97-4 with attractive price Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & i

Manufacturer supply 5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol CAS 111549-97-4 with attractive price

Cas:111549-97-4

Min.Order:10 Gram

FOB Price: $10.0

Type:Trading Company

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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's 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. DayangChem can provide different quantities

(2S,3S,4R)-5-(ALLYLOXY)-2,3,4-TRIS(BENZYLOXY)PENTAN-1-OL

Cas:111549-97-4

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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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.

TIANFU CHEM 5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:100 Gram

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

Pharmaceutical Grade CAS 111549-97-4 with competitive price

Cas:111549-97-4

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

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NewCan Biotech Limited

NewCan Biotech Limited was established in 2021 and is primarily engaged in the research, development, production, and sales of sugars, nucleosides, nucleotides, phosphorylated monomers, as well as next-generation antiviral and antitumor drug intermed

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:1 Milligram

Negotiable

Type:Trading Company

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SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:4 Kilogram

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

D-Ribitol,2,3,4-tris-O-(phenylmethyl)-5-O-2-propen-1-yl-

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:1 Milligram

Negotiable

Type:Trading Company

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Suzhou Health Chemicals Co., Ltd.

High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Win-Win chemical Co.Ltd

Stock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai

Cas no.111549-97-4 98% 5-Allyl-tri-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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GIHI CHEMICALS CO.,LIMITED

Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Manufacturers

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Antimex Chemical Limied

TIANFU-CHEM 5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitolAppearance:white to light yellow crystal powder Storage:room temperature Package:as per buyers Application:Industrial Grade Transportation:By sea , by air or express

TIANFU-CHEM 5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol CAS No.111549-97-4

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Trading Company

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ZHEJIANG JIUZHOU CHEM CO.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Trading Company

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HENAN SUNLAKE ENTERPRISE CORPORATION

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

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Hebei youze Biotechnology Co.,Ltd

1: Fast and guaranteed shipment (TNT;EMS;FEDEX;DHL;UPS;EUB, special line) 2: Various payment terms accepted (Btc;MoneyGram;WU) 3: Valued package (Paraffin coating; Double aluminum foil bag; Vacuum packaging) 4: Efficient delivery (3-10 DAYS fast deli

(2S,3S,4R)-2,3,4-tris(phenylmethoxy)-5-prop-2-enoxypentan-1-ol CAS:111549-97-4 the cheapest price

Cas:111549-97-4

Min.Order:1 Kilogram

FOB Price: $9.0 / 12.0

Type:Trading Company

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Watson International Ltd

Watson International Ltd' has a very strong R&D and technical capacity supported by FCAD's platform. The subsidiaries under FCAD Group have accumulated much know-how of different fine chemical branches. For example, Apnoke Scientific L

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Jilin haofei import and export trade Co.,Ltd

Price, service, company and transport advantage: 1. Best service, place of origin China, high quality, and reasonable price. 2. It's customers' right to choose the package (EMS, DHL, FEDEX, UPS). 3. It's customers' right

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol CAS NO.111549-97-4

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Chemical Technology Co.,LTD

1. Production capacity: we have three production base with high-tech production equipment and instruments, equipped with professional production personnel, meet your requirements.2. Quality assurance: we have a first-class testing equipment and testi

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Other

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Shandong Bolode Bio-Technology Co., LTD

Specification Name 5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol Cas No, 111549-97-4 Structure Formula Purity 99% Ap

111549-97-4 5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:1 Gram

Negotiable

Type:Trading Company

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Wuhan MoonZY Biological Technology Co.,Ltd

instock with good quality and wholesale price Storage:Keep in a cool & dry place Package:Packing material and QTY as your request Application:Pharma;Industry;other application Transportation:Express or as your request Port:Any port of China

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol,111549-97-4

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Synova( Tianjin ) Chemical Technology Co,.Ltd

The company have effective management team, professional technical R & D personnel, the service spirit of customer oriented. We have long-term cooperation with famous domestic manufacturer, and excellent customer resources overseas. We are skilled in

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Skyrun Industrial Co.,Ltd

Adequate stocks available,prompt shipment,Strictly control on quality,Timely after-sales Application:Intermediate

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Shanghai Petrochemical Co.,Ltd

intermediateAppearance:powder Storage:Normal temperature Package:1kg/25kg/customized Application:intermediate Transportation:By Ship/Air

111549-97-4

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Other

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Hangzhou Yierdechem Co. Ltd

intermediateAppearance:powder Storage:Normal temperature Package:1kg/25kg/customized Application:intermediate Transportation:By Ship/Air Port:any port of china

SH2200

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Other

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Zhejiang Chemline International Co., Ltd.

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Trading Company

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Finetech Industry Limited

High Quality Best Price Storage:Store in dry, dark and ventilated place Application:Chemical Synthesis Intermediate

FT-0774221

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Trading Company

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Debye Scientific

Debyesci is here who supplied several kinds of chemical products to global pharmaceutical, drug discovery, agrochemical and biotechnology industries for four yearsOur key scientific leadership team has gained experience in top research and developmen

5-O-Allyl-2,3,4-tri-O-benzyl-D-ribitol

Cas:111549-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Synthetic route

5-O-allyl-2,3,4-tri-O-benzyl-D-ribose
118964-50-4

5-O-allyl-2,3,4-tri-O-benzyl-D-ribose

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol; water for 10h; Reduction;90%
With sodium tetrahydroborate In methanol Yield given;
5-O-allyl-2,3,4-tri-O-benzyl-1-O-trityl-D-ribitol
111549-96-3

5-O-allyl-2,3,4-tri-O-benzyl-1-O-trityl-D-ribitol

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
With water; acetic acid at 80℃; for 1.5h;90%
In water; acetic acid at 80℃; for 1.5h;90%
With water; acetic acid at 80℃; for 1.5h;
benzyl bromide
100-39-0

benzyl bromide

5-O-allyl-2,3-di-O-benzyl-D-ribitol
116490-75-6

5-O-allyl-2,3-di-O-benzyl-D-ribitol

A

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

B

5-O-allyl-1,2,3-tri-O-benzyl-D-ribitol
116490-76-7

5-O-allyl-1,2,3-tri-O-benzyl-D-ribitol

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane for 16h; Heating;A 19%
B 56%
D-ribose
50-69-1

D-ribose

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 75 percent / conc. aq. HCl / 0.5 h / 0 °C
2.1: BuSnO23 / toluene / 4 h / Heating
2.2: 68 percent / CsF / dimethylformamide / 1 h / 20 °C
3.1: NaH / dimethylformamide / 0.5 h / 0 °C
3.2: 63 percent / dimethylformamide / 3.5 h / 0 °C
4.1: 86 percent / aq. HgCl2; CaCO3 / acetonitrile / 1 h / 20 °C
5.1: 90 percent / NaBH4 / methanol; H2O / 10 h
View Scheme
D-ribose diethyl dithioacetal
7152-47-8

D-ribose diethyl dithioacetal

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: BuSnO23 / toluene / 4 h / Heating
1.2: 68 percent / CsF / dimethylformamide / 1 h / 20 °C
2.1: NaH / dimethylformamide / 0.5 h / 0 °C
2.2: 63 percent / dimethylformamide / 3.5 h / 0 °C
3.1: 86 percent / aq. HgCl2; CaCO3 / acetonitrile / 1 h / 20 °C
4.1: 90 percent / NaBH4 / methanol; H2O / 10 h
View Scheme
5-O-allyl D-ribose diethyl dithioacetal
129163-69-5

5-O-allyl D-ribose diethyl dithioacetal

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: NaH / dimethylformamide / 0.5 h / 0 °C
1.2: 63 percent / dimethylformamide / 3.5 h / 0 °C
2.1: 86 percent / aq. HgCl2; CaCO3 / acetonitrile / 1 h / 20 °C
3.1: 90 percent / NaBH4 / methanol; H2O / 10 h
View Scheme
Multi-step reaction with 3 steps
1: 91 percent / sodium hydride, tetra-n-butylammonium iodide / tetrahydrofuran / Ambient temperature
2: mercury(II)chloride, mercury(II)oxide / acetone; H2O / 2 h / Ambient temperature
3: sodium borohydride / methanol
View Scheme
5-O-allyl 2,3,4-tri-O-benzyl-D-ribose diethyl dithioacetal
118964-49-1

5-O-allyl 2,3,4-tri-O-benzyl-D-ribose diethyl dithioacetal

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / aq. HgCl2; CaCO3 / acetonitrile / 1 h / 20 °C
2: 90 percent / NaBH4 / methanol; H2O / 10 h
View Scheme
Multi-step reaction with 2 steps
1: mercury(II)chloride, mercury(II)oxide / acetone; H2O / 2 h / Ambient temperature
2: sodium borohydride / methanol
View Scheme
2,3-O-isopropylidene-D-ribonic-γ-lactone
30725-00-9

2,3-O-isopropylidene-D-ribonic-γ-lactone

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 40 percent / silver oxide / dimethylformamide / 48 h / in dark
2: 80 percent / sodium borohydride / tetrahydrofuran / 55 °C / 2.) methanol 45 min and 1h
3: acetic acid; H2O / 4 h / 50 °C
4: pyridine / Ambient temperature
5: 86 percent / 1.) sodium hydride / dimethylformamide / 1.) 0 deg C 30 min; 2.) 0 deg C 30 min; 3.) room temperature overnight
6: 90 percent / acetic acid; H2O / 1.5 h / 80 °C
View Scheme
Multi-step reaction with 7 steps
1: 85 percent / pyridine / acetonitrile / 0 °C / 1.) 40 min; 2.) 1 h
2: LiAlH4, tetrakis(triphenylphosphine)palladium / dioxane / 0.25 h
3: 80 percent / sodium borohydride / tetrahydrofuran / 55 °C / 2.) methanol 45 min and 1h
4: acetic acid; H2O / 4 h / 50 °C
5: pyridine / Ambient temperature
6: 86 percent / 1.) sodium hydride / dimethylformamide / 1.) 0 deg C 30 min; 2.) 0 deg C 30 min; 3.) room temperature overnight
7: 90 percent / acetic acid; H2O / 1.5 h / 80 °C
View Scheme
Multi-step reaction with 6 steps
1: 85 percent / tetrahydrofuran; pyridine / 2 h / 0 °C
2: 100 percent / palladium tetrakis / dioxane / 0.25 h / Heating
3: 80 percent / NaBH4 / tetrahydrofuran; methanol / 2 h / 55 °C
4: 1.) HOAc, H2O / 1.) 50 degC, 4h 2.) pyridine, roomtemp., overnight
5: 86 percent / NaH / dimethylformamide / 1 h / 0 °C
6: 90 percent / HOAc, H2O / 1.5 h / 80 °C
View Scheme
5-O-allyl-2,3-O-isopropylidene-D-ribitol
111549-94-1

5-O-allyl-2,3-O-isopropylidene-D-ribitol

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: acetic acid; H2O / 4 h / 50 °C
2: pyridine / Ambient temperature
3: 86 percent / 1.) sodium hydride / dimethylformamide / 1.) 0 deg C 30 min; 2.) 0 deg C 30 min; 3.) room temperature overnight
4: 90 percent / acetic acid; H2O / 1.5 h / 80 °C
View Scheme
Multi-step reaction with 3 steps
1: 1.) HOAc, H2O / 1.) 50 degC, 4h 2.) pyridine, roomtemp., overnight
2: 86 percent / NaH / dimethylformamide / 1 h / 0 °C
3: 90 percent / HOAc, H2O / 1.5 h / 80 °C
View Scheme
5'-O-allyl-2',3'-O-isopropylidene-D-ribonic-γ-lactone
111549-93-0

5'-O-allyl-2',3'-O-isopropylidene-D-ribonic-γ-lactone

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 80 percent / sodium borohydride / tetrahydrofuran / 55 °C / 2.) methanol 45 min and 1h
2: acetic acid; H2O / 4 h / 50 °C
3: pyridine / Ambient temperature
4: 86 percent / 1.) sodium hydride / dimethylformamide / 1.) 0 deg C 30 min; 2.) 0 deg C 30 min; 3.) room temperature overnight
5: 90 percent / acetic acid; H2O / 1.5 h / 80 °C
View Scheme
Multi-step reaction with 4 steps
1: 80 percent / NaBH4 / tetrahydrofuran; methanol / 2 h / 55 °C
2: 1.) HOAc, H2O / 1.) 50 degC, 4h 2.) pyridine, roomtemp., overnight
3: 86 percent / NaH / dimethylformamide / 1 h / 0 °C
4: 90 percent / HOAc, H2O / 1.5 h / 80 °C
View Scheme
5-O-(allyloxycarbonyl)-2,3-O-isopropylidene-D-ribonolactone
111549-92-9

5-O-(allyloxycarbonyl)-2,3-O-isopropylidene-D-ribonolactone

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: LiAlH4, tetrakis(triphenylphosphine)palladium / dioxane / 0.25 h
2: 80 percent / sodium borohydride / tetrahydrofuran / 55 °C / 2.) methanol 45 min and 1h
3: acetic acid; H2O / 4 h / 50 °C
4: pyridine / Ambient temperature
5: 86 percent / 1.) sodium hydride / dimethylformamide / 1.) 0 deg C 30 min; 2.) 0 deg C 30 min; 3.) room temperature overnight
6: 90 percent / acetic acid; H2O / 1.5 h / 80 °C
View Scheme
Multi-step reaction with 5 steps
1: 100 percent / palladium tetrakis / dioxane / 0.25 h / Heating
2: 80 percent / NaBH4 / tetrahydrofuran; methanol / 2 h / 55 °C
3: 1.) HOAc, H2O / 1.) 50 degC, 4h 2.) pyridine, roomtemp., overnight
4: 86 percent / NaH / dimethylformamide / 1 h / 0 °C
5: 90 percent / HOAc, H2O / 1.5 h / 80 °C
View Scheme
5-O-allyl-1-O-trityl-D-ribitol
111549-95-2

5-O-allyl-1-O-trityl-D-ribitol

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / 1.) sodium hydride / dimethylformamide / 1.) 0 deg C 30 min; 2.) 0 deg C 30 min; 3.) room temperature overnight
2: 90 percent / acetic acid; H2O / 1.5 h / 80 °C
View Scheme
Multi-step reaction with 2 steps
1: 86 percent / NaH / dimethylformamide / 1 h / 0 °C
2: 90 percent / HOAc, H2O / 1.5 h / 80 °C
View Scheme
(2S,3S,4R)-5-Allyloxy-pentane-1,2,3,4-tetraol

(2S,3S,4R)-5-Allyloxy-pentane-1,2,3,4-tetraol

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / Ambient temperature
2: 86 percent / 1.) sodium hydride / dimethylformamide / 1.) 0 deg C 30 min; 2.) 0 deg C 30 min; 3.) room temperature overnight
3: 90 percent / acetic acid; H2O / 1.5 h / 80 °C
View Scheme
D-Ribono-1,4-lactone
5336-08-3

D-Ribono-1,4-lactone

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 1.) hydrochloric acid; 2.) pyridine / 1.) 24 h, room temperature; 2.) acetonitrile, 0 deg C 45 min and 0 deg C 1 h
2: LiAlH4, tetrakis(triphenylphosphine)palladium / dioxane / 0.25 h
3: 80 percent / sodium borohydride / tetrahydrofuran / 55 °C / 2.) methanol 45 min and 1h
4: acetic acid; H2O / 4 h / 50 °C
5: pyridine / Ambient temperature
6: 86 percent / 1.) sodium hydride / dimethylformamide / 1.) 0 deg C 30 min; 2.) 0 deg C 30 min; 3.) room temperature overnight
7: 90 percent / acetic acid; H2O / 1.5 h / 80 °C
View Scheme
Multi-step reaction with 7 steps
1: 95 percent / H(+) / 24 h / Ambient temperature
2: 85 percent / tetrahydrofuran; pyridine / 2 h / 0 °C
3: 100 percent / palladium tetrakis / dioxane / 0.25 h / Heating
4: 80 percent / NaBH4 / tetrahydrofuran; methanol / 2 h / 55 °C
5: 1.) HOAc, H2O / 1.) 50 degC, 4h 2.) pyridine, roomtemp., overnight
6: 86 percent / NaH / dimethylformamide / 1 h / 0 °C
7: 90 percent / HOAc, H2O / 1.5 h / 80 °C
View Scheme
β-5-O-allyl-1-O-methyl-2,3-O,O-isopropylidene-D-ribofuranoside
114488-50-5

β-5-O-allyl-1-O-methyl-2,3-O,O-isopropylidene-D-ribofuranoside

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 100 percent / aqueous 50percent trifluoroacetic acide / H2O; methanol / 8 h / Heating
2: 58 percent / pulverized potassium hydroxide / dimethylsulfoxide / Ambient temperature
3: 86 percent / 2M hydrochloric acid / dioxane / 8 h / Heating
4: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature
5: 19 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH2Cl2 / 16 h / Heating
View Scheme
Multi-step reaction with 5 steps
1: water, sulfuric acid / methanol / 2 h / Heating
2: 94 percent / zinc chloride / 0.25 h / Ambient temperature
3: 91 percent / sodium hydride, tetra-n-butylammonium iodide / tetrahydrofuran / Ambient temperature
4: mercury(II)chloride, mercury(II)oxide / acetone; H2O / 2 h / Ambient temperature
5: sodium borohydride / methanol
View Scheme
((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol
4099-85-8

((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 87 percent / aqueous 50percent sodium hydroxide, tetrabutylammonium bromide / H2O / 6 h
2: 100 percent / aqueous 50percent trifluoroacetic acide / H2O; methanol / 8 h / Heating
3: 58 percent / pulverized potassium hydroxide / dimethylsulfoxide / Ambient temperature
4: 86 percent / 2M hydrochloric acid / dioxane / 8 h / Heating
5: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature
6: 19 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH2Cl2 / 16 h / Heating
View Scheme
Multi-step reaction with 6 steps
1: 97 percent / sodium hydride, tetra-n-butylammonium iodide / tetrahydrofuran / Ambient temperature
2: water, sulfuric acid / methanol / 2 h / Heating
3: 94 percent / zinc chloride / 0.25 h / Ambient temperature
4: 91 percent / sodium hydride, tetra-n-butylammonium iodide / tetrahydrofuran / Ambient temperature
5: mercury(II)chloride, mercury(II)oxide / acetone; H2O / 2 h / Ambient temperature
6: sodium borohydride / methanol
View Scheme
methyl 5-O-allyl-D-ribofuranoside
116490-68-7, 116490-69-8, 128775-32-6

methyl 5-O-allyl-D-ribofuranoside

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 58 percent / pulverized potassium hydroxide / dimethylsulfoxide / Ambient temperature
2: 86 percent / 2M hydrochloric acid / dioxane / 8 h / Heating
3: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature
4: 19 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH2Cl2 / 16 h / Heating
View Scheme
5-O-allyl-2,3-di-O-benzyl-β-D-ribofuranose
329006-48-6

5-O-allyl-2,3-di-O-benzyl-β-D-ribofuranose

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature
2: 19 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH2Cl2 / 16 h / Heating
View Scheme
(2R,3R,4R,5R)-2-(allyloxymethyl)-3,4-bis(benzyloxy)-5-methoxytetrahydrofuran
116490-72-3

(2R,3R,4R,5R)-2-(allyloxymethyl)-3,4-bis(benzyloxy)-5-methoxytetrahydrofuran

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 86 percent / 2M hydrochloric acid / dioxane / 8 h / Heating
2: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature
3: 19 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH2Cl2 / 16 h / Heating
View Scheme
benzyl bromide
100-39-0

benzyl bromide

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / NaH / dimethylformamide / 1 h / 0 °C
2: 90 percent / HOAc, H2O / 1.5 h / 80 °C
View Scheme
Methyl 5-O-allyl-D-ribofuranoside
116490-68-7, 116490-69-8, 128775-32-6

Methyl 5-O-allyl-D-ribofuranoside

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 94 percent / zinc chloride / 0.25 h / Ambient temperature
2: 91 percent / sodium hydride, tetra-n-butylammonium iodide / tetrahydrofuran / Ambient temperature
3: mercury(II)chloride, mercury(II)oxide / acetone; H2O / 2 h / Ambient temperature
4: sodium borohydride / methanol
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

5-O-allyl-2,3,4-tri-O-benzyl-1-O-p-methoxybenzyl-D-ribitol
230620-30-1

5-O-allyl-2,3,4-tri-O-benzyl-1-O-p-methoxybenzyl-D-ribitol

Conditions
ConditionsYield
Stage #1: 2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.333333h; Metallation;
Stage #2: p-methoxybenzyl chloride In N,N-dimethyl-formamide at 20℃; for 4h; Alkylation;
89%
O-(3-O-acetyl-2-azido-4-O-benzyl-6-O-tert-butyl-diphenylsilyl-2-deoxy-D-galactopyranosyl) trichloroacetimidate
1227612-68-1

O-(3-O-acetyl-2-azido-4-O-benzyl-6-O-tert-butyl-diphenylsilyl-2-deoxy-D-galactopyranosyl) trichloroacetimidate

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

5-O-allyl-2,3,4-tri-O-benzyl-1-O-(3-O-acetyl-2-azido-4-O-benzyl-6-O-tert-butyl-diphenylsilyl-2-deoxy-β-D-galactopyranosyl)-D-ribitol
1227613-04-8

5-O-allyl-2,3,4-tri-O-benzyl-1-O-(3-O-acetyl-2-azido-4-O-benzyl-6-O-tert-butyl-diphenylsilyl-2-deoxy-β-D-galactopyranosyl)-D-ribitol

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -40℃;88%
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -40℃; for 2h;81%
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose
6974-32-9

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

5-O-allyl-1-O-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-D-ribitol
111549-98-5

5-O-allyl-1-O-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-D-ribitol

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane for 3h; Ambient temperature;85%
With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve 1.) 1,2-dichloroethane, 90 min, room temperature; 2.) 1,2-dichloroethane, room temperature 2 h and 3 h; Yield given. Multistep reaction;
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

1,2-Di-O-acetyl-3-O-allyl-5-O-benzyl-α,β-D-ribofuranose

1,2-Di-O-acetyl-3-O-allyl-5-O-benzyl-α,β-D-ribofuranose

1-O-(2-O-Acetyl-3-O-allyl-5-O-benzyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol
118964-41-3

1-O-(2-O-Acetyl-3-O-allyl-5-O-benzyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve In dichloromethane for 0.0833333h;81%
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

2,3,5-Tri-O-benzoyl-α,β-D-ribofuranosyl trichloroacetimidate

2,3,5-Tri-O-benzoyl-α,β-D-ribofuranosyl trichloroacetimidate

5-O-allyl-1-O-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-D-ribitol
111549-98-5

5-O-allyl-1-O-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-D-ribitol

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve In dichloromethane for 0.0833333h;81%
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

3-O-Allyl-2,5-di-O-benzoyl-β-D-ribofuranosyl trichloroacetimidate

3-O-Allyl-2,5-di-O-benzoyl-β-D-ribofuranosyl trichloroacetimidate

1-O-(3-O-Allyl-2,5-di-O-benzoyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol
158895-34-2

1-O-(3-O-Allyl-2,5-di-O-benzoyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol

Conditions
ConditionsYield
With 4 A molecular sieve; trimethylsilyl trifluoromethanesulfonate In dichloromethane 1.) r.t., 30 min, 2.) 0 deg C;80%
O-(2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranosyl)(1→3)-(2-deoxy-2-azido-4-O-benzyl-6-O-tert-butyldiphenylsilyl-α/β-D-galactopyranosyl) trichloroacetimidate

O-(2-deoxy-2-azido-3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranosyl)(1→3)-(2-deoxy-2-azido-4-O-benzyl-6-O-tert-butyldiphenylsilyl-α/β-D-galactopyranosyl) trichloroacetimidate

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

5-O-allyl-1-O-(3-O-[2-azido-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl]-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-galactopyranosyl)-2,3,4-tri-O-benzyl-D-ribitol

5-O-allyl-1-O-(3-O-[2-azido-3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl]-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-galactopyranosyl)-2,3,4-tri-O-benzyl-D-ribitol

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -30 - 10℃; for 3h; Molecular sieve;74%
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

1,2,3,5-tetraacetylribose
13035-61-5

1,2,3,5-tetraacetylribose

1-O-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol
329006-50-0

1-O-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane for 0.25h;72%
Stage #1: 2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol With 4 A molecular sieve; boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 0 - 25℃;
Stage #2: 1,2,3,5-tetraacetylribose In 1,2-dichloro-ethane for 3.33333h;
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

2,3,5-Tri-O-acetyl-α,β-D-ribofuranosyl trichloroacetimidate

2,3,5-Tri-O-acetyl-α,β-D-ribofuranosyl trichloroacetimidate

1-O-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol
329006-50-0

1-O-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve In dichloromethane for 0.0833333h;54%
Acetic acid (3R,4R,5R)-4-allyloxy-5-benzyloxymethyl-2-chloro-tetrahydro-furan-3-yl ester
124151-37-7

Acetic acid (3R,4R,5R)-4-allyloxy-5-benzyloxymethyl-2-chloro-tetrahydro-furan-3-yl ester

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

1-O-(2-O-Acetyl-3-O-allyl-5-O-benzyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol
118964-41-3

1-O-(2-O-Acetyl-3-O-allyl-5-O-benzyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol

Conditions
ConditionsYield
With molecular sieve; silver perchlorate In acetonitrile at -40℃; for 4h; Yield given;
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Toluene-4-sulfonic acid (2S,3R,4R)-5-allyloxy-2,3,4-tris-benzyloxy-pentyl ester

Toluene-4-sulfonic acid (2S,3R,4R)-5-allyloxy-2,3,4-tris-benzyloxy-pentyl ester

Conditions
ConditionsYield
In pyridine Ambient temperature;
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

pivaloyl chloride
3282-30-2

pivaloyl chloride

5-O-allyl-2,3,4-tri-O-benzyl-1-O-pivaloyl-D-ribitol
909556-42-9

5-O-allyl-2,3,4-tri-O-benzyl-1-O-pivaloyl-D-ribitol

Conditions
ConditionsYield
With pyridine at 0 - 23℃; for 2h;
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

2-(aminoethyl)(1-D-ribityl) phosphate sodium salt

2-(aminoethyl)(1-D-ribityl) phosphate sodium salt

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: pyridine / 2 h / 0 - 23 °C
2.1: (1,5-cyclooctadiene)-bis(Me-diphenylphosphine)Ir F6phosphate / tetrahydrofuran / 4 h / 23 °C
3.1: 4.65 g / HgO; HgCl2 / acetone; H2O / 0.5 h / 23 °C
4.1: 85 percent / EtN(i-Pr)2 / acetonitrile / 1.5 h / 23 °C
5.1: 90 percent / NaOMe / dioxane; methanol / 72 h / 23 °C
6.1: 61 percent / EtN(i-Pr)2 / 1,2-dichloro-ethane / 2 h / 0 - 23 °C
7.1: tetrazole / acetonitrile / 1 h / 23 °C
7.2: 77 percent / pyridine; iodine / acetonitrile; tetrahydrofuran; H2O
8.1: 88 percent / HOAc; water / CH2Cl2 / 4 h / 23 °C
9.1: NH4OH / methanol / 8 h / Heating
9.2: Dowex 50 x 8-100 (Na(+)) / methanol
9.3: 88 percent / H2 / Pd/C / 2-methyl-propan-2-ol; H2O / 48 h / 23 °C / 10343 Torr
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

C13H25NO10P(1-)*Na(1+)

C13H25NO10P(1-)*Na(1+)

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: pyridine / 2 h / 0 - 23 °C
2.1: (1,5-cyclooctadiene)-bis(Me-diphenylphosphine)Ir F6phosphate / tetrahydrofuran / 4 h / 23 °C
3.1: 4.65 g / HgO; HgCl2 / acetone; H2O / 0.5 h / 23 °C
4.1: 85 percent / EtN(i-Pr)2 / acetonitrile / 1.5 h / 23 °C
5.1: 90 percent / NaOMe / dioxane; methanol / 72 h / 23 °C
6.1: 61 percent / EtN(i-Pr)2 / 1,2-dichloro-ethane / 2 h / 0 - 23 °C
7.1: tetrazole / acetonitrile / 1 h / 23 °C
7.2: 77 percent / pyridine; iodine / acetonitrile; tetrahydrofuran; H2O
8.1: 88 percent / HOAc; water / CH2Cl2 / 4 h / 23 °C
9.1: NH4OH / methanol / 8 h / Heating
9.2: Dowex 50 x 8-100 (Na(+)) / methanol
9.3: 88 percent / H2 / Pd/C / 2-methyl-propan-2-ol; H2O / 48 h / 23 °C / 10343 Torr
10.1: MeOH; Et3N / H2O / 23 °C
10.2: Dowex 50 x 8-100 (Na(+)) / H2O
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

2,3,4-tri-O-benzyl-1-O-pivaloyl-D-ribitol
909715-58-8

2,3,4-tri-O-benzyl-1-O-pivaloyl-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / 2 h / 0 - 23 °C
2: (1,5-cyclooctadiene)-bis(Me-diphenylphosphine)Ir F6phosphate / tetrahydrofuran / 4 h / 23 °C
3: 4.65 g / HgO; HgCl2 / acetone; H2O / 0.5 h / 23 °C
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

2,3,4-tri-O-benzyl-1-O-pivaloyl-5-O-(propen-1-yl)-D-ribitol

2,3,4-tri-O-benzyl-1-O-pivaloyl-5-O-(propen-1-yl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 2 h / 0 - 23 °C
2: (1,5-cyclooctadiene)-bis(Me-diphenylphosphine)Ir F6phosphate / tetrahydrofuran / 4 h / 23 °C
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-D-ribitol
909556-45-2

2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridine / 2 h / 0 - 23 °C
2: (1,5-cyclooctadiene)-bis(Me-diphenylphosphine)Ir F6phosphate / tetrahydrofuran / 4 h / 23 °C
3: 4.65 g / HgO; HgCl2 / acetone; H2O / 0.5 h / 23 °C
4: 85 percent / EtN(i-Pr)2 / acetonitrile / 1.5 h / 23 °C
5: 90 percent / NaOMe / dioxane; methanol / 72 h / 23 °C
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

[(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl (2,3,4-tri-O-benzyl-1-D-ribityl) phosphate
909556-48-5

[(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl (2,3,4-tri-O-benzyl-1-D-ribityl) phosphate

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: pyridine / 2 h / 0 - 23 °C
2.1: (1,5-cyclooctadiene)-bis(Me-diphenylphosphine)Ir F6phosphate / tetrahydrofuran / 4 h / 23 °C
3.1: 4.65 g / HgO; HgCl2 / acetone; H2O / 0.5 h / 23 °C
4.1: 85 percent / EtN(i-Pr)2 / acetonitrile / 1.5 h / 23 °C
5.1: 90 percent / NaOMe / dioxane; methanol / 72 h / 23 °C
6.1: 61 percent / EtN(i-Pr)2 / 1,2-dichloro-ethane / 2 h / 0 - 23 °C
7.1: tetrazole / acetonitrile / 1 h / 23 °C
7.2: 77 percent / pyridine; iodine / acetonitrile; tetrahydrofuran; H2O
8.1: 88 percent / HOAc; water / CH2Cl2 / 4 h / 23 °C
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-O-pivaloyl-D-ribitol
909556-44-1

2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-O-pivaloyl-D-ribitol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / 2 h / 0 - 23 °C
2: (1,5-cyclooctadiene)-bis(Me-diphenylphosphine)Ir F6phosphate / tetrahydrofuran / 4 h / 23 °C
3: 4.65 g / HgO; HgCl2 / acetone; H2O / 0.5 h / 23 °C
4: 85 percent / EtN(i-Pr)2 / acetonitrile / 1.5 h / 23 °C
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] N,N-diisopropylphosphoramidite
909556-46-3

2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] N,N-diisopropylphosphoramidite

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: pyridine / 2 h / 0 - 23 °C
2: (1,5-cyclooctadiene)-bis(Me-diphenylphosphine)Ir F6phosphate / tetrahydrofuran / 4 h / 23 °C
3: 4.65 g / HgO; HgCl2 / acetone; H2O / 0.5 h / 23 °C
4: 85 percent / EtN(i-Pr)2 / acetonitrile / 1.5 h / 23 °C
5: 90 percent / NaOMe / dioxane; methanol / 72 h / 23 °C
6: 61 percent / EtN(i-Pr)2 / 1,2-dichloro-ethane / 2 h / 0 - 23 °C
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

[(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] phosphate
909556-47-4

[(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] phosphate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: pyridine / 2 h / 0 - 23 °C
2.1: (1,5-cyclooctadiene)-bis(Me-diphenylphosphine)Ir F6phosphate / tetrahydrofuran / 4 h / 23 °C
3.1: 4.65 g / HgO; HgCl2 / acetone; H2O / 0.5 h / 23 °C
4.1: 85 percent / EtN(i-Pr)2 / acetonitrile / 1.5 h / 23 °C
5.1: 90 percent / NaOMe / dioxane; methanol / 72 h / 23 °C
6.1: 61 percent / EtN(i-Pr)2 / 1,2-dichloro-ethane / 2 h / 0 - 23 °C
7.1: tetrazole / acetonitrile / 1 h / 23 °C
7.2: 77 percent / pyridine; iodine / acetonitrile; tetrahydrofuran; H2O
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

2,3,4-tri-O-benzyl-5-O-p-methoxybenzyl-L-ribitol
230635-00-4

2,3,4-tri-O-benzyl-5-O-p-methoxybenzyl-L-ribitol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaH / dimethylformamide / 0.33 h / 0 °C
1.2: 89 percent / dimethylformamide / 4 h / 20 °C
2.1: 69 percent / 10 percent Pd/C / methanol; H2O / 10 h / 60 °C
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

1-O-(2-azido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribitol
230620-43-6

1-O-(2-azido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: NaH / dimethylformamide / 0.33 h / 0 °C
1.2: 89 percent / dimethylformamide / 4 h / 20 °C
2.1: 69 percent / 10 percent Pd/C / methanol; H2O / 10 h / 60 °C
3.1: 16 percent / TMSOTf / acetonitrile / 0.67 h / -50 °C
View Scheme
Multi-step reaction with 4 steps
1.1: NaH / dimethylformamide / 0.33 h / 0 °C
1.2: 89 percent / dimethylformamide / 4 h / 20 °C
2.1: 69 percent / 10 percent Pd/C / methanol; H2O / 10 h / 60 °C
3.1: 17 percent / TMSOTf / acetonitrile / 0.67 h / -50 °C
4.1: 63 percent / DDQ / CH2Cl2; H2O / 4 h
View Scheme
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol
111549-97-4

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

1-O-(2-azido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 5-O-p-methoxybenzyl-2,3,4-tri-O-benzyl-L-ribitol
230620-42-5

1-O-(2-azido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 5-O-p-methoxybenzyl-2,3,4-tri-O-benzyl-L-ribitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: NaH / dimethylformamide / 0.33 h / 0 °C
1.2: 89 percent / dimethylformamide / 4 h / 20 °C
2.1: 69 percent / 10 percent Pd/C / methanol; H2O / 10 h / 60 °C
3.1: 17 percent / TMSOTf / acetonitrile / 0.67 h / -50 °C
View Scheme

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