(S)-3-[(N-allyl)benzyloxycarbonylamino]-4-tert-butoxycarbonylamino-butyric acid ethyl ester

Base Information

Chemical Name:(S)-3-[(N-allyl)benzyloxycarbonylamino]-4-tert-butoxycarbonylamino-butyric acid ethyl ester
CAS No.:1359874-77-3
Molecular Formula:C₂₂H₃₂N₂O₆
Molecular Weight:420.506
Hs Code.:

Synonyms:(S)-3-[(N-allyl)benzyloxycarbonylamino]-4-tert-butoxycarbonylamino-butyric acid ethyl ester

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Chemical Property of (S)-3-[(N-allyl)benzyloxycarbonylamino]-4-tert-butoxycarbonylamino-butyric acid ethyl ester

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Technology Process of (S)-3-[(N-allyl)benzyloxycarbonylamino]-4-tert-butoxycarbonylamino-butyric acid ethyl ester

There total 4 articles about (S)-3-[(N-allyl)benzyloxycarbonylamino]-4-tert-butoxycarbonylamino-butyric acid ethyl 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: 89.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1359874-76-2
(S)-3-[(N-allyl)benzyloxycarbonylamino]-4-azidobutyric acid ethyl ester

: 1359874-77-3
(S)-3-[(N-allyl)benzyloxycarbonylamino]-4-tert-butoxycarbonylamino-butyric acid ethyl ester

Guidance literature:: (S)-3-[(N-allyl)benzyloxycarbonylamino]-4-azidobutyric acid ethyl ester; With triphenylphosphine; In tetrahydrofuran; water; at 20 ℃; for 12h;

di-tert-butyl dicarbonate; In tetrahydrofuran; water; at 20 ℃; for 0.5h;
DOI:10.1021/ol203433c

Reference yield:

: 1359874-75-1
(S)-4-azido-3-benzyloxycarbonylaminobutyric acid ethyl ester

: 1359874-77-3
(S)-3-[(N-allyl)benzyloxycarbonylamino]-4-tert-butoxycarbonylamino-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide; toluene / 0.17 h / -20 °C

1.2: 1 h / -20 °C

2.1: triphenylphosphine / tetrahydrofuran; water / 12 h / 20 °C

2.2: 0.5 h / 20 °C

With triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol203433c

Reference yield:

: 103841-64-1
(S)-ethyl 4-hydroxy-3-[[(phenylmethoxy)carbonyl]amino]butanoate

: 1359874-77-3
(S)-3-[(N-allyl)benzyloxycarbonylamino]-4-tert-butoxycarbonylamino-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0.5 h / 20 °C

2.1: sodium azide / N,N-dimethyl-formamide / 8 h / 60 °C

3.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide; toluene / 0.17 h / -20 °C

3.2: 1 h / -20 °C

4.1: triphenylphosphine / tetrahydrofuran; water / 12 h / 20 °C

4.2: 0.5 h / 20 °C

With sodium azide; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol203433c