ethyl (4S)-4-{[benzyloxy]carbonylamino}-3-(tert-butyldimethylsilyloxy)hexanoate

Base Information

Chemical Name:ethyl (4S)-4-{[benzyloxy]carbonylamino}-3-(tert-butyldimethylsilyloxy)hexanoate
CAS No.:1114547-13-5
Molecular Formula:C₂₂H₃₇NO₅Si
Molecular Weight:423.625
Hs Code.:

Synonyms:ethyl (4S)-4-{[benzyloxy]carbonylamino}-3-(tert-butyldimethylsilyloxy)hexanoate

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Chemical Property of ethyl (4S)-4-{[benzyloxy]carbonylamino}-3-(tert-butyldimethylsilyloxy)hexanoate

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Technology Process of ethyl (4S)-4-{[benzyloxy]carbonylamino}-3-(tert-butyldimethylsilyloxy)hexanoate

There total 3 articles about ethyl (4S)-4-{[benzyloxy]carbonylamino}-3-(tert-butyldimethylsilyloxy)hexanoate 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: 74.0%

: 1114547-11-3
ethyl (4S)-4-[(benzyloxy)carbonyl]amino-3-hydroxyhexanoate

: 69739-34-0
t-butyldimethylsiyl triflate

: 1114547-13-5
ethyl (4S)-4-{[benzyloxy]carbonylamino}-3-(tert-butyldimethylsilyloxy)hexanoate

Guidance literature:: With 2,6-dimethylpyridine; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

Reference yield:

: 1114547-09-9
ethyl (4S)-4-{[(benzyloxy)carbonyl]amino}-3-oxohexanoate

: 1114547-13-5
ethyl (4S)-4-{[benzyloxy]carbonylamino}-3-(tert-butyldimethylsilyloxy)hexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate; methanol / 2 h / -78 - 20 °C

2: 2,6-dimethylpyridine / tetrahydrofuran / 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; methanol; sodium tetrahydroborate; In tetrahydrofuran;
DOI:10.1016/j.bmc.2017.04.018

Reference yield:

: 42918-86-5,1145-79-5,2900-20-1,20395-87-3
(S)-2-(((benzyloxy)carbonyl)amino)butanoic acid

: 1114547-13-5
ethyl (4S)-4-{[benzyloxy]carbonylamino}-3-(tert-butyldimethylsilyloxy)hexanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C

1.2: 1 h / -78 °C

2.1: sodium tetrahydroborate; methanol / 2 h / -78 - 20 °C

3.1: 2,6-dimethylpyridine / tetrahydrofuran / 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; methanol; sodium tetrahydroborate; n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane;
DOI:10.1016/j.bmc.2017.04.018