methyl (S)-5-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-4-oxopentanoate

Base Information

Chemical Name:methyl (S)-5-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-4-oxopentanoate
CAS No.:329912-44-9
Molecular Formula:C₁₉H₂₆N₂O₇
Molecular Weight:394.425
Hs Code.:

Synonyms:methyl (S)-5-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-4-oxopentanoate

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Chemical Property of methyl (S)-5-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-4-oxopentanoate

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of methyl (S)-5-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-4-oxopentanoate

There total 2 articles about methyl (S)-5-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-4-oxopentanoate 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: 49.0%

: 2899-57-2
Sphenyl N-benzyloxycarbonylaminoethanothioate

: 93267-04-0,170848-34-7,889670-02-4
N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester

: 28875-17-4
(S)-N-(tert-butoxycarbonyl)alanine methyl ester

: 329912-44-9
methyl (S)-5-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-4-oxopentanoate

Guidance literature:: N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester; With chloro-trimethyl-silane; ethylene dibromide; zinc; In tetrahydrofuran; at 45 ℃; for 1.45h;

Sphenyl N-benzyloxycarbonylaminoethanothioate; With tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; at 45 ℃; for 4.5h;
DOI:10.1016/S0040-4020(00)00990-X

Reference yield:

: 1138-80-3
N-(Benzyloxycarbonyl)glycine

: 329912-44-9
methyl (S)-5-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-4-oxopentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 73 percent / DMAP; DCC / tetrahydrofuran / 3 h / -10 - 20 °C

2.1: Zn; 1,2-dibromoethane; TMSCl / tetrahydrofuran / 1.45 h / 45 °C

2.2: 49 percent / P(o-tol)3 / Pd₂(dba)3 / tetrahydrofuran / 4.5 h / 45 °C

With dmap; chloro-trimethyl-silane; ethylene dibromide; dicyclohexyl-carbodiimide; zinc; In tetrahydrofuran;
DOI:10.1016/S0040-4020(00)00990-X