(2S,3R)-methyl 2-((S)-2-amino-3-(tritylthio)propanamido)-3-hydroxybutanoate

Base Information

Chemical Name:(2S,3R)-methyl 2-((S)-2-amino-3-(tritylthio)propanamido)-3-hydroxybutanoate
CAS No.:1089192-73-3
Molecular Formula:C₂₇H₃₀N₂O₄S
Molecular Weight:478.612
Hs Code.:

Synonyms:(2S,3R)-methyl 2-((S)-2-amino-3-(tritylthio)propanamido)-3-hydroxybutanoate

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Chemical Property of (2S,3R)-methyl 2-((S)-2-amino-3-(tritylthio)propanamido)-3-hydroxybutanoate

Chemical Property:

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Technology Process of (2S,3R)-methyl 2-((S)-2-amino-3-(tritylthio)propanamido)-3-hydroxybutanoate

There total 3 articles about (2S,3R)-methyl 2-((S)-2-amino-3-(tritylthio)propanamido)-3-hydroxybutanoate 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:

: 39994-75-7
L-threonine methyl ester hydrochloride

: 167015-11-4
Fmoc-D-Cys(Trt)-OH

: 1089192-73-3
(2S,3R)-methyl 2-((S)-2-amino-3-(tritylthio)propanamido)-3-hydroxybutanoate

Guidance literature:: L-threonine methyl ester hydrochloride; With 4-methyl-morpholine; In dichloromethane; at 0 - 5 ℃; for 0.5h;

Fmoc-D-Cys(Trt)-OH; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 30 ℃; for 4.5h;

With triethylamine; In acetonitrile; at 25 - 30 ℃; for 0.5h;

Reference yield:

: (2S,3R)-2-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanyl-propionylamino]-3-hydroxy-butyric acid 2-trimethylsilanyl-ethyl ester

: 1089192-73-3
(2S,3R)-methyl 2-((S)-2-amino-3-(tritylthio)propanamido)-3-hydroxybutanoate

Guidance literature:: With piperidine; In dichloromethane; at 20 ℃; for 1.16667h;
DOI:10.1021/jo801866z

Reference yield:

: 76-83-5
trityl chloride

: 1089192-73-3
(2S,3R)-methyl 2-((S)-2-amino-3-(tritylthio)propanamido)-3-hydroxybutanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / 4 h / 25 - 50 °C

1.2: 2 h / 0 - 30 °C

2.1: 4-methyl-morpholine / dichloromethane / 0.5 h / 0 - 5 °C

2.2: 4.5 h / 0 - 30 °C

2.3: 0.5 h / 25 - 30 °C

With 4-methyl-morpholine; In dichloromethane; N,N-dimethyl-formamide;