(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)thio)butanoate

Base Information

Chemical Name:(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)thio)butanoate
CAS No.:1359740-82-1
Molecular Formula:C₂₈H₃₆N₂O₈S
Molecular Weight:560.668
Hs Code.:

Synonyms:(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)thio)butanoate

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Chemical Property of (2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)thio)butanoate

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Technology Process of (2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)thio)butanoate

There total 4 articles about (2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)thio)butanoate 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: 85.0%

: C₂₀H₃₀N₂O₆S

: 501-53-1,94274-21-2
benzyl chloroformate

: 1359740-82-1
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)thio)butanoate

Guidance literature:: With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol2034806

Reference yield:

: 1359015-32-9
(2S,3S)-methyl 3-(((R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)thio)-2-(((benzyloxy)carbonyl)amino)butanoate

: 1359740-82-1
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)thio)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1: piperidine / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

2: sodium hydrogencarbonate / water; ethyl acetate / 2 h / 20 °C / Inert atmosphere

With piperidine; sodium hydrogencarbonate; In water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol2034806

Reference yield:

: 858669-61-1
(2S,3S)-N-benzyloxycarbonyl-3-methylcysteine methyl ester

: 1359740-82-1
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)-3-oxopropyl)thio)butanoate

Guidance literature:: Multi-step reaction with 3 steps

1: tetra(n-butyl)ammonium hydrogensulfate; caesium carbonate / ethyl acetate / 20 °C / Inert atmosphere

2: piperidine / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

3: sodium hydrogencarbonate / water; ethyl acetate / 2 h / 20 °C / Inert atmosphere

With piperidine; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; caesium carbonate; In water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol2034806