1,2-DI-O-ACETYL-3-AZIDO-3-DEOXY-5-O-TOLUOYL-D-RIBOFURANOSE

Base Information

• Chemical Name: 1,2-DI-O-ACETYL-3-AZIDO-3-DEOXY-5-O-TOLUOYL-D-RIBOFURANOSE
• CAS No.: 120143-22-8
• Molecular Formula: C17H19 N3 O7
• Molecular Weight: 377.354
• Mol file: 120143-22-8.mol

Synonyms:1,2-DI-O-ACETYL-3-AZIDO-3-DEOXY-5-O-TOLUOYL-D-RIBOFURANOSE

Chemical Property of 1,2-DI-O-ACETYL-3-AZIDO-3-DEOXY-5-O-TOLUOYL-D-RIBOFURANOSE

Chemical Property:

• PSA: 137.88000
• LogP: 1.50316
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

1,2-Di-O-acetyl-3-azido-3-deoxy-5-O-toluoyl-D-ribofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-DI-O-ACETYL-3-AZIDO-3-DEOXY-5-O-TOLUOYL-D-RIBOFURANOSE

There total 1 articles about 1,2-DI-O-ACETYL-3-AZIDO-3-DEOXY-5-O-TOLUOYL-D-RIBOFURANOSE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

3-azido-1,2-O-isopropylidene-5-O-(p-toluoyl)-3-deoxy-D-ribofuranose → 3-azido-1,2-di-O-acetyl-5-O-(p-toluoyl)-3-deoxy-D-ribofuranose (120143-22-8)

Guidance literature:

DOI:10.1080/15257779508012396

Reference yield: 91.26%

N-benzoyladenine (4005-49-6) + 3-azido-1,2-di-O-acetyl-5-O-(p-toluoyl)-3-deoxy-D-ribofuranose (120143-22-8) → 3'-azido-2'-O-acetyl-5'-O-(p-toluoyl)-3'-deoxy-N6-benzoyladenine

Guidance literature:

N-benzoyladenine; 3-azido-1,2-di-O-acetyl-5-O-(p-toluoyl)-3-deoxy-D-ribofuranose; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 50 ℃; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -20 - 70 ℃; for 72h; Inert atmosphere;

Reference yield: 91.26%

N-(5H-purin-6-yl)benzamide + 3-azido-1,2-di-O-acetyl-5-O-(p-toluoyl)-3-deoxy-D-ribofuranose (120143-22-8) → 3'-azido-2'-O-acetyl-5'-O-(p-toluoyl)-3'-deoxy-N6-benzoyladenine

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -20 - 70 ℃; for 72h; Temperature; Inert atmosphere;

Downstream raw materials:

4-Methyl-benzoic acid (2S,3R,4R,5R)-4-acetoxy-3-azido-5-[2,6-bis-(2-phenoxy-acetylamino)-purin-9-yl]-tetrahydro-furan-2-ylmethyl ester

N-[9-(3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-tetrahydro-furan-2-yl)-2-(2-phenoxy-acetylamino)-9H-purin-6-yl]-2-phenoxy-acetamide

4-Methoxy-benzoic acid (2S,3R,4R,5R)-5-[2,6-bis-(2-phenoxy-acetylamino)-purin-9-yl]-4-(tert-butyl-dimethyl-silanyloxy)-3-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-tetrahydro-furan-2-ylmethyl ester

3'-Azido-3'-deoxyadenosine

Refernces