(2R,3S)-2-acetylamino-3-(4-trifluoromethylphenyl)butyric acid methyl ester

Base Information

Chemical Name:(2R,3S)-2-acetylamino-3-(4-trifluoromethylphenyl)butyric acid methyl ester
CAS No.:686744-89-8
Molecular Formula:C₁₄H₁₆F₃NO₃
Molecular Weight:303.281
Hs Code.:

Synonyms:(2R,3S)-2-acetylamino-3-(4-trifluoromethylphenyl)butyric acid methyl ester

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Chemical Property of (2R,3S)-2-acetylamino-3-(4-trifluoromethylphenyl)butyric acid methyl ester

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Technology Process of (2R,3S)-2-acetylamino-3-(4-trifluoromethylphenyl)butyric acid methyl ester

There total 5 articles about (2R,3S)-2-acetylamino-3-(4-trifluoromethylphenyl)butyric acid 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: 99.0%

: 686744-78-5
(Z)-2-acetylamino-3-(4-trifluoromethylphenyl)but-2-enoic acid methyl ester

: 686744-89-8
(2R,3S)-2-acetylamino-3-(4-trifluoromethylphenyl)butyric acid methyl ester

Guidance literature:: With (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; In methanol; for 72h; under 5171.48 Torr;
DOI:10.1021/ja049499d

Reference yield:

: 57294-56-1,60027-53-4,60027-59-0
(Z)-methyl 2-acetamido-3-methoxyacrylate

: 686744-89-8
(2R,3S)-2-acetylamino-3-(4-trifluoromethylphenyl)butyric acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NIS; TFA / CH₂Cl₂ / 20 °C

1.2: 40 percent / Et₃N / CH₂Cl₂ / 1 h

2.1: 84 percent / Pd(OAc)2; Na₂CO₃ / ethanol / 4 h / 55 °C

3.1: 99 percent / H₂; [Rh(R,R)-Et-DuPhos(COD)]BF₄ / methanol / 72 h / 5171.48 Torr

With palladium diacetate; N-iodo-succinimide; (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; sodium carbonate; trifluoroacetic acid; In methanol; ethanol; dichloromethane; 2.1: Suzuki coupling;
DOI:10.1021/ja049499d

Reference yield:

: 3373-59-9
L-threonine methyl ester

: 686744-89-8
(2R,3S)-2-acetylamino-3-(4-trifluoromethylphenyl)butyric acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaOAc

2.1: Et₃N / methanol

3.1: NIS; TFA / CH₂Cl₂ / 20 °C

3.2: 40 percent / Et₃N / CH₂Cl₂ / 1 h

4.1: 84 percent / Pd(OAc)2; Na₂CO₃ / ethanol / 4 h / 55 °C

5.1: 99 percent / H₂; [Rh(R,R)-Et-DuPhos(COD)]BF₄ / methanol / 72 h / 5171.48 Torr

With palladium diacetate; N-iodo-succinimide; (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; sodium acetate; sodium carbonate; triethylamine; trifluoroacetic acid; In methanol; ethanol; dichloromethane; 4.1: Suzuki coupling;
DOI:10.1021/ja049499d