1-O-acetyl-3-azido-2-O-benzoyl-3-deoxy-5-O-methoxycarbonyl-β-L-ribofuranose

Base Information

• Chemical Name: 1-O-acetyl-3-azido-2-O-benzoyl-3-deoxy-5-O-methoxycarbonyl-β-L-ribofuranose
• CAS No.: 216976-74-8
• Molecular Formula: C₁₆H₁₇N₃O₈
• Molecular Weight: 379.326

Synonyms:1-O-acetyl-3-azido-2-O-benzoyl-3-deoxy-5-O-methoxycarbonyl-β-L-ribofuranose

Chemical Property of 1-O-acetyl-3-azido-2-O-benzoyl-3-deoxy-5-O-methoxycarbonyl-β-L-ribofuranose

Chemical Property:

Purity/Quality:

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Technology Process of 1-O-acetyl-3-azido-2-O-benzoyl-3-deoxy-5-O-methoxycarbonyl-β-L-ribofuranose

There total 2 articles about 1-O-acetyl-3-azido-2-O-benzoyl-3-deoxy-5-O-methoxycarbonyl-β-L-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: 57.0%

acetic anhydride (108-24-7) + Benzoic acid (3S,4S,5R)-4-azido-2-methoxy-5-methoxycarbonyloxymethyl-tetrahydro-furan-3-yl ester (216976-73-7) → 1-O-acetyl-3-azido-2-O-benzoyl-3-deoxy-5-O-methoxycarbonyl-α-L-ribofuranose + 1-O-acetyl-3-azido-2-O-benzoyl-3-deoxy-5-O-methoxycarbonyl-β-L-ribofuranose (216976-74-8)

Guidance literature:

With sulfuric acid; In acetic acid; at 4 ℃;

DOI:10.1016/S0040-4020(98)00819-9

Reference yield:

L-xylopyranose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) → 1-O-acetyl-3-azido-2-O-benzoyl-3-deoxy-5-O-methoxycarbonyl-β-L-ribofuranose (216976-74-8)

Guidance literature:

Multistep reaction;

DOI:10.1080/15257779908041544

Reference yield: 81.0%

6-chloropurine (87-42-3) + 1-O-acetyl-3-azido-2-O-benzoyl-3-deoxy-5-O-methoxycarbonyl-β-L-ribofuranose (216976-74-8) → Benzoic acid (2S,3S,5R)-4-azido-2-(6-chloro-purin-9-yl)-5-methoxycarbonyloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:

DOI:10.1080/15257779908041544

upstream raw materials:

acetic anhydride

Benzoic acid (3S,4S,5R)-4-azido-2-methoxy-5-methoxycarbonyloxymethyl-tetrahydro-furan-3-yl ester

L-xylopyranose

Downstream raw materials:

Benzoic acid (2S,3S,4S,5R)-4-azido-2-(6-chloro-purin-9-yl)-5-methoxycarbonyloxymethyl-tetrahydro-furan-3-yl ester

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