(3S)-3-(benzyloxycarbonylamino)-4-(p-toluenesulfonyloxy)-butanoic acid t-butyl ester

Base Information

Chemical Name:(3S)-3-(benzyloxycarbonylamino)-4-(p-toluenesulfonyloxy)-butanoic acid t-butyl ester
CAS No.:146398-04-1
Molecular Formula:C₂₃H₂₉NO₇S
Molecular Weight:463.552
Hs Code.:

Synonyms:(3S)-3-(benzyloxycarbonylamino)-4-(p-toluenesulfonyloxy)-butanoic acid t-butyl ester

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Chemical Property of (3S)-3-(benzyloxycarbonylamino)-4-(p-toluenesulfonyloxy)-butanoic acid t-butyl ester

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Technology Process of (3S)-3-(benzyloxycarbonylamino)-4-(p-toluenesulfonyloxy)-butanoic acid t-butyl ester

There total 5 articles about (3S)-3-(benzyloxycarbonylamino)-4-(p-toluenesulfonyloxy)-butanoic acid t-butyl 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: 91.0%

: 146398-02-9
tert-butyl (S)-3-benzyloxycarbonylamino-4-hydroxybutyrate

: 98-59-9
p-toluenesulfonyl chloride

: 146398-04-1
(3S)-3-(benzyloxycarbonylamino)-4-(p-toluenesulfonyloxy)-butanoic acid t-butyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 12h;
DOI:10.1016/j.tetlet.2007.04.108

Reference yield:

: 5545-52-8
Z-D(tBu)-OH

: 146398-04-1
(3S)-3-(benzyloxycarbonylamino)-4-(p-toluenesulfonyloxy)-butanoic acid t-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-methylmorpholine / 1,2-dimethoxy-ethane / 0.17 h / 20 °C

1.2: 1,2-dimethoxy-ethane / 0.01 h / -15 °C

2.1: 1.68 g / NaBH₄ / 1,2-dimethoxy-ethane; H₂O / 1 h / cooling

3.1: 91 percent / triethylamine; dimethylaminopyridine / CH₂Cl₂ / 12 h / 0 °C

With 4-methyl-morpholine; dmap; sodium tetrahydroborate; triethylamine; In 1,2-dimethoxyethane; dichloromethane; water;
DOI:10.1016/j.tetlet.2007.04.108

Reference yield:

: 169498-46-8
3-benzyloxycarbonylamino-4-methanesulfonyloxy-butyric acid tert-butyl ester

: 146398-04-1
(3S)-3-(benzyloxycarbonylamino)-4-(p-toluenesulfonyloxy)-butanoic acid t-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: (n-Hex)CuCNLi₂ / tetrahydrofuran / -40 °C

2: 91 percent / triethylamine; dimethylaminopyridine / CH₂Cl₂ / 12 h / 0 °C

With dmap; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2007.04.108