(S)-methyl 2-((R)-2-((tert-butoxycarbonyl)amino)-3-(phenylthio)propanamido)-3-phenylpropanoate

Base Information

Chemical Name:(S)-methyl 2-((R)-2-((tert-butoxycarbonyl)amino)-3-(phenylthio)propanamido)-3-phenylpropanoate
CAS No.:1415256-68-6
Molecular Formula:C₂₄H₃₀N₂O₅S
Molecular Weight:458.579
Hs Code.:

Synonyms:(S)-methyl 2-((R)-2-((tert-butoxycarbonyl)amino)-3-(phenylthio)propanamido)-3-phenylpropanoate

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Chemical Property of (S)-methyl 2-((R)-2-((tert-butoxycarbonyl)amino)-3-(phenylthio)propanamido)-3-phenylpropanoate

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Technology Process of (S)-methyl 2-((R)-2-((tert-butoxycarbonyl)amino)-3-(phenylthio)propanamido)-3-phenylpropanoate

There total 3 articles about (S)-methyl 2-((R)-2-((tert-butoxycarbonyl)amino)-3-(phenylthio)propanamido)-3-phenylpropanoate 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: 86.0%

: 1415256-40-4
(S)-tert-butyl 2-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl)aziridine-1-carboxylate

: 882-33-7
diphenyldisulfane

: 1415256-68-6
(S)-methyl 2-((R)-2-((tert-butoxycarbonyl)amino)-3-(phenylthio)propanamido)-3-phenylpropanoate

Guidance literature:: diphenyldisulfane; With indium iodide; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

(S)-tert-butyl 2-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl)aziridine-1-carboxylate; In dichloromethane; at 20 ℃; for 2h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2012.08.082

Reference yield:

: 1415256-83-5
methyl ((S)-1-tritylaziridine-2-carbonyl)-L-phenylalaninate

: 1415256-68-6
(S)-methyl 2-((R)-2-((tert-butoxycarbonyl)amino)-3-(phenylthio)propanamido)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid; methanol / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

1.2: 0.17 h / 0 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere

3.1: indium iodide / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

With methanol; indium iodide; triethylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.tet.2012.08.082

Reference yield:

: C₁₃H₁₆N₂O₃

: 1415256-68-6
(S)-methyl 2-((R)-2-((tert-butoxycarbonyl)amino)-3-(phenylthio)propanamido)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere

2.1: indium iodide / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

With indium iodide; triethylamine; In dichloromethane;
DOI:10.1016/j.tet.2012.08.082