methyl N-benzyloxy-4-(2,4,5-trifluorophenyl)-3(R)-aminobutanoate

Base Information

Chemical Name:methyl N-benzyloxy-4-(2,4,5-trifluorophenyl)-3(R)-aminobutanoate
CAS No.:868125-58-0
Molecular Formula:C₁₈H₁₈F₃NO₃
Molecular Weight:353.341
Hs Code.:

Synonyms:methyl N-benzyloxy-4-(2,4,5-trifluorophenyl)-3(R)-aminobutanoate

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Chemical Property of methyl N-benzyloxy-4-(2,4,5-trifluorophenyl)-3(R)-aminobutanoate

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Technology Process of methyl N-benzyloxy-4-(2,4,5-trifluorophenyl)-3(R)-aminobutanoate

There total 10 articles about methyl N-benzyloxy-4-(2,4,5-trifluorophenyl)-3(R)-aminobutanoate 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: 83.0%

: 622-33-3
N-benzyloxyamine

: (E)-4-(2,4,5-trifluorophenyl)but-2-enoic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 868125-58-0
methyl N-benzyloxy-4-(2,4,5-trifluorophenyl)-3(R)-aminobutanoate

Guidance literature:: N-benzyloxyamine; (E)-4-(2,4,5-trifluorophenyl)but-2-enoic acid; With C₂₁H₂₈BN₃O₂S; benzoic acid; at 20 ℃; for 48h; Molecular sieve;

diazomethyl-trimethyl-silane; In methanol; diethyl ether; toluene; at 0 ℃; for 0.5h; enantioselective reaction;
DOI:10.1021/jacs.8b07511

Reference yield: 74.0%

: 769195-26-8
4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

: 622-33-3
N-benzyloxyamine

: 868125-58-0
methyl N-benzyloxy-4-(2,4,5-trifluorophenyl)-3(R)-aminobutanoate

Guidance literature:: 3-oxo-4-(2,4,5-trifluorophenyl)but-2-enoic acid methyl ester; N-benzyloxyamine; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

With (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; [(p-cymene)RuCl₂]2; In tetrahydrofuran; for 0.5h; Inert atmosphere;

With sodium cyanoborohydride; zinc(II) chloride; In tetrahydrofuran; for 0.333333h; Inert atmosphere;

Reference yield:

: 1260029-44-4
(E)-4-(2,4,5-trifluoro-phenyl)-but-2-enoic acid methyl ester

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 868125-58-0
methyl N-benzyloxy-4-(2,4,5-trifluorophenyl)-3(R)-aminobutanoate

: 1402569-78-1
methyl (S)-3-(benzyloxyamino)-4-(2,4,5-trifluorophenyl)butanoate

Guidance literature:: (E)-4-(2,4,5-trifluoro-phenyl)-but-2-enoic acid methyl ester; With para-dodecylbenzenesulfonic acid; In water; at 20 ℃; for 0.333333h;

O-benzylhydoxylamine hydrochloride; With sodium hydroxide; In water; at 80 ℃; for 24h; Reagent/catalyst; Temperature; Overall yield = 71 %; Overall yield = 125 mg; Optical yield = 38 %ee; Neutral conditions;