(S)-3-[(N-allyl)benzyloxycarbonylamino]-4-azidobutyric acid ethyl ester

Base Information

Chemical Name:(S)-3-[(N-allyl)benzyloxycarbonylamino]-4-azidobutyric acid ethyl ester
CAS No.:1359874-76-2
Molecular Formula:C₁₇H₂₂N₄O₄
Molecular Weight:346.386
Hs Code.:

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

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

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

There total 3 articles about (S)-3-[(N-allyl)benzyloxycarbonylamino]-4-azidobutyric 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: 76.0%

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

: 106-95-6
allyl bromide

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

Guidance literature:: (S)-4-azido-3-benzyloxycarbonylaminobutyric acid ethyl ester; With lithium hexamethyldisilazane; In N,N-dimethyl-formamide; toluene; at -20 ℃; for 0.166667h;

allyl bromide; In N,N-dimethyl-formamide; toluene; at -20 ℃; for 1h;
DOI:10.1021/ol203433c DOI:10.1021/ol300495m

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With sodium azide; triethylamine; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol203433c DOI:10.1021/ol300495m

Reference yield:

: ethyl (3S)-3-[(benzyloxycarbonyl)amino]-4-(methylsulfonyloxy)butanoate

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.2: 1 h / -20 °C

With sodium azide; lithium hexamethyldisilazane; In N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol203433c DOI:10.1021/ol300495m