((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((benzyloxy)carbonyl)amino)cyclohexyl)methyl acetate

Base Information

• Chemical Name: ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((benzyloxy)carbonyl)amino)cyclohexyl)methyl acetate
• CAS No.: 1316231-10-3
• Molecular Formula: C₃₈H₄₁NO₇
• Molecular Weight: 623.746
• Mol file: 1316231-10-3.mol

Synonyms:((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((benzyloxy)carbonyl)amino)cyclohexyl)methyl acetate

Chemical Property of ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((benzyloxy)carbonyl)amino)cyclohexyl)methyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((benzyloxy)carbonyl)amino)cyclohexyl)methyl acetate

There total 1 articles about ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((benzyloxy)carbonyl)amino)cyclohexyl)methyl acetate 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: 66.0%

benzyl ((1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl)cyclohexyl)carbamate (1316231-06-7) + acetic anhydride (108-24-7) → ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((benzyloxy)carbonyl)amino)cyclohexyl)methyl acetate (1316231-10-3)

Guidance literature:

With acetic acid; zinc(II) chloride; at 20 ℃; for 5h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja203574u

Reference yield: 90.0%

((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((benzyloxy)carbonyl)amino)cyclohexyl)methyl acetate (1316231-10-3) → benzyl ((1S,2S,3S,4R,5R)-2,3,4-Tris(benzyloxy)-5-(hydroxymethyl)cyclohexyl)carbamate (1316231-12-5)

Guidance literature:

With sodium methylate; In methanol; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja203574u

Reference yield:

((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((benzyloxy)carbonyl)amino)cyclohexyl)methyl acetate (1316231-10-3) → C50H52NO8P

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / methanol / 0 - 20 °C / Inert atmosphere

2: 1H-tetrazole / dichloromethane / 1 h / 20 °C / Inert atmosphere

With 1H-tetrazole; sodium methylate; In methanol; dichloromethane;

DOI:10.1021/ja203574u

upstream raw materials:

benzyl ((1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl)cyclohexyl)carbamate

acetic anhydride

Downstream raw materials:

benzyl ((1S,2S,3S,4R,5R)-2,3,4-Tris(benzyloxy)-5-(hydroxymethyl)cyclohexyl)carbamate

benzyl ((1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(((bis(benzyloxy)phosphoryl)oxy)methyl)cyclohexyl)carbamate