methyl (R)-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido}-3-[(trifluoromethyl)sulfanyl]propanoate

Base Information

Chemical Name:methyl (R)-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido}-3-[(trifluoromethyl)sulfanyl]propanoate
CAS No.:1110723-26-6
Molecular Formula:C₁₉H₂₅F₃N₂O₅S
Molecular Weight:450.479
Hs Code.:

Synonyms:methyl (R)-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido}-3-[(trifluoromethyl)sulfanyl]propanoate

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Chemical Property of methyl (R)-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido}-3-[(trifluoromethyl)sulfanyl]propanoate

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Technology Process of methyl (R)-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido}-3-[(trifluoromethyl)sulfanyl]propanoate

There total 5 articles about methyl (R)-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido}-3-[(trifluoromethyl)sulfanyl]propanoate 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: 94.0%

: 2314-97-8,263005-66-9
iodotrifluoromethane

: (2R)-((2S)-tert-butoxycarbonylamino-3-phenylpropionylamino)-3-mercaptopropionic acid methyl ester

: 1110723-26-6
methyl (R)-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido}-3-[(trifluoromethyl)sulfanyl]propanoate

Guidance literature:: With tris(bipyridine)ruthenium(II) dichloride hexahydrate; N,N,N,N,-tetramethylethylenediamine; In acetonitrile; for 2h; Irradiation;
DOI:10.1021/acs.joc.6b01031

Reference yield: 57.0%

: (2R)-((2S)-tert-butoxycarbonylamino-3-phenylpropionylamino)-3-mercaptopropionic acid methyl ester

: 129946-88-9
Umemoto's reagent

: 1110723-26-6
methyl (R)-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido}-3-[(trifluoromethyl)sulfanyl]propanoate

Guidance literature:: With dmap; In acetonitrile; at 20 ℃; for 16h; chemoselective reaction; Sealed tube;
DOI:10.1021/jacs.7b10227

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1110723-26-6
methyl (R)-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido}-3-[(trifluoromethyl)sulfanyl]propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / 0 °C / Inert atmosphere

2: tributylphosphine / methanol / 24 h / 20 °C / Inert atmosphere

3: tris(bipyridine)ruthenium(II) dichloride hexahydrate; N,N,N,N,-tetramethylethylenediamine / acetonitrile / 2 h / Irradiation

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; N,N,N,N,-tetramethylethylenediamine; tributylphosphine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol; acetonitrile;
DOI:10.1021/acs.joc.6b01031