(S)-2-tert-Butoxycarbonylamino-3-(4-chlorocarbonyl-phenyl)-propionic acid benzyl ester

Base Information

Chemical Name:(S)-2-tert-Butoxycarbonylamino-3-(4-chlorocarbonyl-phenyl)-propionic acid benzyl ester
CAS No.:150618-08-9
Molecular Formula:C₂₂H₂₄ClNO₅
Molecular Weight:417.889
Hs Code.:

Synonyms:(S)-2-tert-Butoxycarbonylamino-3-(4-chlorocarbonyl-phenyl)-propionic acid benzyl ester

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Chemical Property of (S)-2-tert-Butoxycarbonylamino-3-(4-chlorocarbonyl-phenyl)-propionic acid benzyl ester

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Technology Process of (S)-2-tert-Butoxycarbonylamino-3-(4-chlorocarbonyl-phenyl)-propionic acid benzyl ester

There total 2 articles about (S)-2-tert-Butoxycarbonylamino-3-(4-chlorocarbonyl-phenyl)-propionic acid benzyl 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: 75.0%

: 150618-07-8
4-((S)-2-Benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-benzoic acid

: 150618-08-9
(S)-2-tert-Butoxycarbonylamino-3-(4-chlorocarbonyl-phenyl)-propionic acid benzyl ester

Guidance literature:: With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 ℃; for 4.5h;
DOI:10.1016/S0040-4039(00)73631-8

Reference yield:

: 123993-20-4
N-tert.-butoxycarbonyl-(4-trifluoromethanesulfonyloxy)-L-phenylalanine benzyl ester

: 150618-08-9
(S)-2-tert-Butoxycarbonylamino-3-(4-chlorocarbonyl-phenyl)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / (Ph₂PCH₂)2CH₂, TEA / Pd(OAc)2 / dimethylsulfoxide / 2 h / 70 °C / 760 Torr

2: 69 percent / nBu₄NF, molecular sieves / tetrahydrofuran / a) 0 deg C, 2 h, b) r.t., 16 h

3: 75 percent / (COCl)2 / DMF / CH₂Cl₂ / 4.5 h / 0 °C

With molecular sieve; oxalyl dichloride; TEA; 1,3-bis-(diphenylphosphino)propane; tetrabutyl ammonium fluoride; palladium diacetate; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(00)73631-8