(S)-3-(4-but-3-enyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

Base Information

Chemical Name:(S)-3-(4-but-3-enyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester
CAS No.:1020257-33-3
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:(S)-3-(4-but-3-enyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

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Chemical Property of (S)-3-(4-but-3-enyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

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Technology Process of (S)-3-(4-but-3-enyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

There total 6 articles about (S)-3-(4-but-3-enyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl 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: 38.0%

: 5162-44-7
1-bromo-4-butene

: 4326-36-7
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

: 1020257-33-3
(S)-3-(4-but-3-enyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1021/ja211972x

Reference yield:

: 5162-44-7
1-bromo-4-butene

: 188576-13-8
methyl 2-[(t-butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propanoate

: 1020257-33-3
(S)-3-(4-but-3-enyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

Guidance literature:: With hydrogenchloride; potassium carbonate; In N,N-dimethyl-formamide;

Reference yield:

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

: 1020257-33-3
(S)-3-(4-but-3-enyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / tetrahydrofuran; water / 20.67 h / 0 - 20 °C

1.2: pH 3

2.1: dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide / dichloromethane / 21 h

3.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C

With dmap; potassium carbonate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja211972x