(S)-2-{3-[(2-Fluoro-4-trifluoromethyl-benzoylamino)-methyl]-4-methoxy-benzyl}-butyric acid benzyl ester

Base Information

• Chemical Name: (S)-2-{3-[(2-Fluoro-4-trifluoromethyl-benzoylamino)-methyl]-4-methoxy-benzyl}-butyric acid benzyl ester
• CAS No.: 876296-14-9
• Molecular Formula: C₂₈H₂₇F₄NO₄
• Molecular Weight: 517.52
• Mol file: 876296-14-9.mol

Synonyms:(S)-2-{3-[(2-Fluoro-4-trifluoromethyl-benzoylamino)-methyl]-4-methoxy-benzyl}-butyric acid benzyl ester

Chemical Property of (S)-2-{3-[(2-Fluoro-4-trifluoromethyl-benzoylamino)-methyl]-4-methoxy-benzyl}-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{3-[(2-Fluoro-4-trifluoromethyl-benzoylamino)-methyl]-4-methoxy-benzyl}-butyric acid benzyl ester

There total 10 articles about (S)-2-{3-[(2-Fluoro-4-trifluoromethyl-benzoylamino)-methyl]-4-methoxy-benzyl}-butyric 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:

5-[(S)-2-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-butyl]-2-methoxy-benzoic acid benzyl ester → (S)-2-{3-[(2-Fluoro-4-trifluoromethyl-benzoylamino)-methyl]-4-methoxy-benzyl}-butyric acid benzyl ester (876296-14-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: H₂ / Pd/C / ethyl acetate / 20 °C

2.1: BH₃ / tetrahydrofuran / -10 °C

3.1: imidazole / tetrahydrofuran / 20 °C

4.1: n-BuLi / tetrahydrofuran / -40 - 20 °C

5.1: TBAF / tetrahydrofuran / 20 °C

6.1: CBr₄; P(Ph)3-polymer / 20 °C

7.1: dimethylformamide

8.1: aq. NaBH₄ / propan-2-ol / 20 °C

8.2: AcOH / propan-2-ol / 80 °C

9.1: TEA / CH₂Cl₂ / 20 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; P(Ph)3-polymer; TEA; borane; tetrabutyl ammonium fluoride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.bmcl.2005.10.049

Reference yield:

benzyl 5-bromomethyl-2-methoxybenzoate (311771-67-2) → (S)-2-{3-[(2-Fluoro-4-trifluoromethyl-benzoylamino)-methyl]-4-methoxy-benzyl}-butyric acid benzyl ester (876296-14-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: LiHMDS / tetrahydrofuran / -40 - 20 °C

2.1: H₂ / Pd/C / ethyl acetate / 20 °C

3.1: BH₃ / tetrahydrofuran / -10 °C

4.1: imidazole / tetrahydrofuran / 20 °C

5.1: n-BuLi / tetrahydrofuran / -40 - 20 °C

6.1: TBAF / tetrahydrofuran / 20 °C

7.1: CBr₄; P(Ph)3-polymer / 20 °C

8.1: dimethylformamide

9.1: aq. NaBH₄ / propan-2-ol / 20 °C

9.2: AcOH / propan-2-ol / 80 °C

10.1: TEA / CH₂Cl₂ / 20 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; P(Ph)3-polymer; TEA; borane; tetrabutyl ammonium fluoride; hydrogen; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.bmcl.2005.10.049

Reference yield:

(S)-2-(3-Aminomethyl-4-methoxy-benzyl)-butyric acid benzyl ester (876296-13-8) + 2-fluoro-4-(trifluoromethyl)benzoyl chloride (126917-10-0) → (S)-2-{3-[(2-Fluoro-4-trifluoromethyl-benzoylamino)-methyl]-4-methoxy-benzyl}-butyric acid benzyl ester (876296-14-9)

Guidance literature:

With TEA; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmcl.2005.10.049

upstream raw materials:

(S)-2-(3-Aminomethyl-4-methoxy-benzyl)-butyric acid benzyl ester

2-fluoro-4-(trifluoromethyl)benzoyl chloride

(S)-2-(3-Bromomethyl-4-methoxy-benzyl)-butyric acid benzyl ester

(S)-2-(3-Hydroxymethyl-4-methoxy-benzyl)-butyric acid benzyl ester