(R)-3-[(2S,3S)-2-azido-3-phenylbutyrylamino]-3-(thiazol-2-yl)propionic acid methyl ester

Base Information

Chemical Name:(R)-3-[(2S,3S)-2-azido-3-phenylbutyrylamino]-3-(thiazol-2-yl)propionic acid methyl ester
CAS No.:1138161-40-6
Molecular Formula:C₁₇H₁₉N₅O₃S
Molecular Weight:373.436
Hs Code.:

Synonyms:(R)-3-[(2S,3S)-2-azido-3-phenylbutyrylamino]-3-(thiazol-2-yl)propionic acid methyl ester

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Chemical Property of (R)-3-[(2S,3S)-2-azido-3-phenylbutyrylamino]-3-(thiazol-2-yl)propionic acid methyl ester

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Technology Process of (R)-3-[(2S,3S)-2-azido-3-phenylbutyrylamino]-3-(thiazol-2-yl)propionic acid methyl ester

There total 3 articles about (R)-3-[(2S,3S)-2-azido-3-phenylbutyrylamino]-3-(thiazol-2-yl)propionic acid methyl 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: 100.0%

: 128677-95-2
(2S,3S)-2-azido-3-phenylbutanoic acid

: 76362-53-3
(R)-methyl 3-amino-3-(thiazol-2-yl)propanoate

: 1138161-40-6
(R)-3-[(2S,3S)-2-azido-3-phenylbutyrylamino]-3-(thiazol-2-yl)propionic acid methyl ester

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1002/anie.200804138

Reference yield:

: 1138161-39-3
(S(S),R)-methyl N-(p-toluenesulfinyl)-3-amino-3-(thiazol-2-yl)propanoate

: 1138161-40-6
(R)-3-[(2S,3S)-2-azido-3-phenylbutyrylamino]-3-(thiazol-2-yl)propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / methanol

2: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1021/acs.joc.8b00045

Reference yield:

: 1138161-38-2
(S(S),R)-allyl methyl [N-(p-toluenesulfinyl)amino(thiazol-2-yl)methyl]malonate

: 1138161-40-6
(R)-3-[(2S,3S)-2-azido-3-phenylbutyrylamino]-3-(thiazol-2-yl)propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; formic acid / tetrahydrofuran / Reflux

2: trifluoroacetic acid / methanol

3: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/acs.joc.8b00045