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

Base Information

• Chemical Name: (5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranose)-3-spiro-5'-(4'-amino-2'-oxazolone)
• CAS No.: 250588-65-9
• Molecular Formula: C₁₇H₁₈N₂O₇
• Molecular Weight: 362.339
• Mol file: 250588-65-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranose)-3-spiro-5'-(4'-amino-2'-oxazolone) 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: 76.0%

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-1,2-O-isopropylidene-α-D-ribofuranose)-3-spiro-5'-(4'-amino-2'-oxazolone) (250588-65-9)

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 5h;

With sodium hydrogencarbonate; In dichloromethane; at 20 ℃; for 1h;

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

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-1,2-O-isopropylidene-α-D-ribofuranose)-3-spiro-5'-(4'-amino-2'-oxazolone) (250588-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CH₂Cl₂ / 4 h / 20 °C

1.2: 60 percent / H₂O / CH₂Cl₂ / 0.5 h / 20 °C

2.1: aq. NaHCO₃

With sodium hydrogencarbonate; In dichloromethane; 1.1: Addition / 1.2: Hydrolysis / 2.1: Cycloaddition;

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

Reference yield:

C17H17ClN2O9S → (5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranose)-3-spiro-5'-(4'-amino-2'-oxazolone) (250588-65-9)

Guidance literature:

With sodium hydrogencarbonate; In water;

DOI:10.1080/15257779908041661

upstream raw materials:

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

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