(2S,3S)-2-((S)-4-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-3-methyl-pentanoic acid tert-butyl ester

Base Information

Chemical Name:(2S,3S)-2-((S)-4-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-3-methyl-pentanoic acid tert-butyl ester
CAS No.:161878-64-4
Molecular Formula:C₂₇H₄₂N₂O₇
Molecular Weight:506.64
Hs Code.:

Synonyms:(2S,3S)-2-((S)-4-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-3-methyl-pentanoic acid tert-butyl ester

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Chemical Property of (2S,3S)-2-((S)-4-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-3-methyl-pentanoic acid tert-butyl ester

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Technology Process of (2S,3S)-2-((S)-4-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-3-methyl-pentanoic acid tert-butyl ester

There total 1 articles about (2S,3S)-2-((S)-4-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-3-methyl-pentanoic acid tert-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:

: 16874-08-1
L-Isoleucin-tert-butylester

: 5891-45-2
(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester

: 161878-64-4
(2S,3S)-2-((S)-4-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-3-methyl-pentanoic acid tert-butyl ester

Guidance literature:: With 4-methyl-morpholine; isobutyl chloroformate; Yield given. Multistep reaction; 1.) THF, -20 deg C, 10 min, 2.) THF, a) -20 deg C, 10 min, b) from -20 deg C to RT;
DOI:10.1021/jm00046a014

Reference yield:

: 161878-64-4
(2S,3S)-2-((S)-4-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-3-methyl-pentanoic acid tert-butyl ester

: 161878-78-0
(2S,3S)-2-((S)-4-tert-Butoxycarbonyl-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-3-methyl-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / tetrahydrofuran / 4 h / 760 Torr

2: 71 percent / diethyl cyanophosphoridate, Et₃N / dimethylformamide / 2 h / Ambient temperature

With diethyl cyanophosphoridate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm00046a014

Reference yield:

: 161878-64-4
(2S,3S)-2-((S)-4-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-3-methyl-pentanoic acid tert-butyl ester

: (2S,3S)-2-((S)-4-Carboxy-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-3-methyl-pentanoic acid; compound with trifluoro-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / 10percent Pd/C / tetrahydrofuran / 4 h / 760 Torr

2: 71 percent / diethyl cyanophosphoridate, Et₃N / dimethylformamide / 2 h / Ambient temperature

3: 94 percent / 1 h / Ambient temperature

With diethyl cyanophosphoridate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm00046a014