(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((Z)-2-(((benzyloxy)carbonyl)amino)vinyl)thio)butanoate

Base Information

Chemical Name:(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((Z)-2-(((benzyloxy)carbonyl)amino)vinyl)thio)butanoate
CAS No.:1359740-84-3
Molecular Formula:C₂₃H₂₆N₂O₆S
Molecular Weight:458.535
Hs Code.:

Synonyms:(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((Z)-2-(((benzyloxy)carbonyl)amino)vinyl)thio)butanoate

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Chemical Property of (2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((Z)-2-(((benzyloxy)carbonyl)amino)vinyl)thio)butanoate

Chemical Property:

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Technology Process of (2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((Z)-2-(((benzyloxy)carbonyl)amino)vinyl)thio)butanoate

There total 5 articles about (2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((Z)-2-(((benzyloxy)carbonyl)amino)vinyl)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:

: 1359740-83-2
(R)-2-(((benzyloxy)carbonyl)amino)-3-(((2S,3S)-3-(((benzyloxy)carbonyl)amino)-4-methoxy-4-oxobutan-2-yl)thio)propanoic acid

: 1359740-84-3
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((Z)-2-(((benzyloxy)carbonyl)amino)vinyl)thio)butanoate

: 1359740-85-4
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((E)-2-(((benzyloxy)carbonyl)amino)vinyl)thio)butanoate

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In toluene; at 94 ℃; optical yield given as %de; 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

: 1359740-84-3
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((Z)-2-(((benzyloxy)carbonyl)amino)vinyl)thio)butanoate

: 1359740-85-4
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((E)-2-(((benzyloxy)carbonyl)amino)vinyl)thio)butanoate

Guidance literature:: Multi-step reaction with 4 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

3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

4: diphenyl phosphoryl azide; triethylamine / toluene / 94 °C / Inert atmosphere

With piperidine; diphenyl phosphoryl azide; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol2034806

Reference yield:

: C₂₀H₃₀N₂O₆S

: 1359740-84-3
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((Z)-2-(((benzyloxy)carbonyl)amino)vinyl)thio)butanoate

: 1359740-85-4
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(((E)-2-(((benzyloxy)carbonyl)amino)vinyl)thio)butanoate

Guidance literature:: Multi-step reaction with 3 steps

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

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

3: diphenyl phosphoryl azide; triethylamine / toluene / 94 °C / Inert atmosphere

With diphenyl phosphoryl azide; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; In dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/ol2034806