(3S,4R,5R,6S)-3-acetylamino-4,5,6-tris(benzyloxy)azepane-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(3S,4R,5R,6S)-3-acetylamino-4,5,6-tris(benzyloxy)azepane-1-carboxylic acid benzyl ester
CAS No.:1187433-15-3
Molecular Formula:C₃₇H₄₀N₂O₆
Molecular Weight:608.734
Hs Code.:

Synonyms:(3S,4R,5R,6S)-3-acetylamino-4,5,6-tris(benzyloxy)azepane-1-carboxylic acid benzyl ester

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Chemical Property of (3S,4R,5R,6S)-3-acetylamino-4,5,6-tris(benzyloxy)azepane-1-carboxylic acid benzyl ester

Chemical Property:

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Technology Process of (3S,4R,5R,6S)-3-acetylamino-4,5,6-tris(benzyloxy)azepane-1-carboxylic acid benzyl ester

There total 7 articles about (3S,4R,5R,6S)-3-acetylamino-4,5,6-tris(benzyloxy)azepane-1-carboxylic acid benzyl ester 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:

: C₃₅H₃₈N₂O₅

: 108-24-7
acetic anhydride

: 1187433-15-3
(3S,4R,5R,6S)-3-acetylamino-4,5,6-tris(benzyloxy)azepane-1-carboxylic acid benzyl ester

Guidance literature:: With pyridine; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ja809776r

Reference yield:

: 1147551-56-1
(3S,4R,5R,6S)-3-azido-4,5,6-tris(benzyloxy)azepane-1-carboxylic acid benzyl ester

: 108-24-7
acetic anhydride

: 1187433-15-3
(3S,4R,5R,6S)-3-acetylamino-4,5,6-tris(benzyloxy)azepane-1-carboxylic acid benzyl ester

Guidance literature:: With pyridine; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.bmc.2009.06.022

Reference yield:

: 6-azido-2,3,4-tri-O-benzyl-6-deoxy-α,β-D-glucopyranose

: 1187433-15-3
(3S,4R,5R,6S)-3-acetylamino-4,5,6-tris(benzyloxy)azepane-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: triphenylphosphine polymer bound / tetrahydrofuran / 40 °C

1.2: 14 h / 20 °C

1.3: 0 - 20 °C

2.1: dmap; pyridine / 0 - 20 °C / Inert atmosphere

3.1: sodium azide / N,N-dimethyl-formamide / 96 h / 90 °C

4.1: triphenylphosphine / tetrahydrofuran; water / 24 h / 50 °C / Inert atmosphere

5.1: dmap; pyridine / 5 h / 20 °C

With pyridine; dmap; sodium azide; triphenylphosphine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1039/c3cc46646a