5-O-benzoyl-3-O-carbamoyl-3-C-cyano-1,2-O-isopropylidene-α-D-ribofuranose

Base Information

• Chemical Name: 5-O-benzoyl-3-O-carbamoyl-3-C-cyano-1,2-O-isopropylidene-α-D-ribofuranose
• CAS No.: 250588-66-0
• Molecular Formula: C₁₇H₁₈N₂O₇
• Molecular Weight: 362.339

Synonyms:5-O-benzoyl-3-O-carbamoyl-3-C-cyano-1,2-O-isopropylidene-α-D-ribofuranose

Chemical Property of 5-O-benzoyl-3-O-carbamoyl-3-C-cyano-1,2-O-isopropylidene-α-D-ribofuranose

Chemical Property:

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Technology Process of 5-O-benzoyl-3-O-carbamoyl-3-C-cyano-1,2-O-isopropylidene-α-D-ribofuranose

There total 3 articles about 5-O-benzoyl-3-O-carbamoyl-3-C-cyano-1,2-O-isopropylidene-α-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: 60.0%

isocyanate de chlorosulfonyle (1189-71-5) + Benzoic acid (3aR,5R,6R,6aR)-6-cyano-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester (250588-64-8) → 5-O-benzoyl-3-O-carbamoyl-3-C-cyano-1,2-O-isopropylidene-α-D-ribofuranose (250588-66-0)

Guidance literature:

isocyanate de chlorosulfonyle; Benzoic acid (3aR,5R,6R,6aR)-6-cyano-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester; In dichloromethane; at 20 ℃; for 4h;

With water; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4020(99)00696-1

Reference yield:

C17H17ClN2O9S → 5-O-benzoyl-3-O-carbamoyl-3-C-cyano-1,2-O-isopropylidene-α-D-ribofuranose (250588-66-0)

Guidance literature:

In water;

DOI:10.1080/15257779908041661

Reference yield:

Benzoic acid (3aR,5R,6R,6aR)-6-cyano-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester (250588-64-8) → 5-O-benzoyl-3-O-carbamoyl-3-C-cyano-1,2-O-isopropylidene-α-D-ribofuranose (250588-66-0)

Guidance literature:

Multi-step reaction with 2 steps

2: H₂O

In water; 1: Substitution / 2: Hydrolysis;

DOI:10.1080/15257779908041661

upstream raw materials:

isocyanate de chlorosulfonyle

Benzoic acid (3aR,5R,6R,6aR)-6-cyano-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester

Downstream raw materials:

(5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranose)-3-spiro-5'-(4'-amino-2'-oxazolone)

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