(S)-N-tert-butoxycarbonyl-(3-acetyloxy-2-chloro-4-methoxy)phenylalanine methyl ester

Base Information

Chemical Name:(S)-N-tert-butoxycarbonyl-(3-acetyloxy-2-chloro-4-methoxy)phenylalanine methyl ester
CAS No.:1233194-96-1
Molecular Formula:C₁₈H₂₄ClNO₇
Molecular Weight:401.844
Hs Code.:

Synonyms:(S)-N-tert-butoxycarbonyl-(3-acetyloxy-2-chloro-4-methoxy)phenylalanine methyl ester

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Chemical Property of (S)-N-tert-butoxycarbonyl-(3-acetyloxy-2-chloro-4-methoxy)phenylalanine methyl ester

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Technology Process of (S)-N-tert-butoxycarbonyl-(3-acetyloxy-2-chloro-4-methoxy)phenylalanine methyl ester

There total 2 articles about (S)-N-tert-butoxycarbonyl-(3-acetyloxy-2-chloro-4-methoxy)phenylalanine 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: 89.1%

: 1233194-95-0
(Z)-methyl 3-(3-acetyloxy-2-chloro-4-methoxyphenyl)-2-(tert-butoxycarbonylamino)acrylate

: 1233194-96-1
(S)-N-tert-butoxycarbonyl-(3-acetyloxy-2-chloro-4-methoxy)phenylalanine methyl ester

Guidance literature:: With [(S,R)-DIPAMP-Rh(COD)]BF₄; hydrogen; In acetone; at 25 ℃; for 42h; under 760.051 Torr; optical yield given as %ee; Inert atmosphere;
DOI:10.3906/kim-0904-14

Reference yield:

: 207863-56-7
N-tert-Butoxycarbonyl-α-(diethoxyphosphoryl)glycine methyl ester

: 1233194-96-1
(S)-N-tert-butoxycarbonyl-(3-acetyloxy-2-chloro-4-methoxy)phenylalanine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.02 h / 0 - 4 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; (R_P,R_P)-1,2-bis[(o-anisyl)(phenyl)phosphino]ethane / acetone / 42 h / 20 °C / 760.05 Torr / Inert atmosphere

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; (R_P,R_P)-1,2-bis[(o-anisyl)(phenyl)phosphino]ethane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetone; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;