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

Base Information

• Chemical Name: benzyl ((1S,2S,3S,4R,5R)-2,3,4-Tris(benzyloxy)-5-(hydroxymethyl)cyclohexyl)carbamate
• CAS No.: 1316231-12-5
• Molecular Formula: C₃₆H₃₉NO₆
• Molecular Weight: 581.709
• Mol file: 1316231-12-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about benzyl ((1S,2S,3S,4R,5R)-2,3,4-Tris(benzyloxy)-5-(hydroxymethyl)cyclohexyl)carbamate 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: 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:

benzyl ((1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl)cyclohexyl)carbamate (1316231-06-7) → benzyl ((1S,2S,3S,4R,5R)-2,3,4-Tris(benzyloxy)-5-(hydroxymethyl)cyclohexyl)carbamate (1316231-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; zinc(II) chloride / 5 h / 20 °C / Inert atmosphere

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

With sodium methylate; acetic acid; zinc(II) chloride; In methanol;

DOI:10.1021/ja203574u

Reference yield:

benzyl ((1S,2S,3S,4R,5R)-2,3,4-Tris(benzyloxy)-5-(hydroxymethyl)cyclohexyl)carbamate (1316231-12-5) + Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) → C50H52NO8P

Guidance literature:

With 1H-tetrazole; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja203574u

upstream raw materials:

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

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

Downstream raw materials:

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