(R)-3,3-Dimethyl-2-((S)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-butyric acid methyl ester

Base Information

• Chemical Name: (R)-3,3-Dimethyl-2-((S)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-butyric acid methyl ester
• CAS No.: 104267-14-3
• Molecular Formula: C₁₇H₂₂F₃NO₄
• Molecular Weight: 361.361
• Mol file: 104267-14-3.mol

Synonyms:

Chemical Property of (R)-3,3-Dimethyl-2-((S)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3,3-Dimethyl-2-((S)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-butyric acid methyl ester

There total 11 articles about (R)-3,3-Dimethyl-2-((S)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-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:

(S)-4-benzyl-3-(3,3-dimethylbutanoyl)oxazolidin-2-one (104266-91-3) → 2S-((+)-α-methoxy-α-trifluoromethylphenylacetylamino)-3,3-dimethylbutanoic acid, methyl ester (104267-14-3)

Guidance literature:

Multi-step reaction with 3 steps

1: LDA / tetrahydrofuran; CH₂Cl₂ / -78 °C

2: 51 percent / tetrahydrofuran; hexane / 50 h / -50 °C

With lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/S0040-4020(01)86058-0

Reference yield:

3,3-dimethylbutanoic acid chloride (7065-46-5) → 2S-((+)-α-methoxy-α-trifluoromethylphenylacetylamino)-3,3-dimethylbutanoic acid, methyl ester (104267-14-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / n-BuLi / tetrahydrofuran / 1.) -78 degC, 20 min.; 2.) from -78 to 25 degC, 1 h.

2: LDA / tetrahydrofuran; CH₂Cl₂ / -78 °C

3: 51 percent / tetrahydrofuran; hexane / 50 h / -50 °C

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/S0040-4020(01)86058-0

Reference yield:

3,3-dimethylbutanoic acid chloride (7065-46-5) → (R)-3,3-Dimethyl-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-butyric acid methyl ester (104267-14-3,104291-10-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / n-BuLi / tetrahydrofuran / 1.) -78 degC, 20 min.; 2.) from -78 to 25 degC, 1 h.

2: LDA / tetrahydrofuran; CH₂Cl₂ / -78 °C

3: 51 percent / tetrahydrofuran; hexane / 50 h / -50 °C

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/S0040-4020(01)86058-0

upstream raw materials:

diazomethane

(R)-methoxytrifluoromethylphenylacetyl chloride

2S-(N,N'-bis-(t-butoxycarbonyl)hydrazino)-3,3-dimethylbutanoic acid, benzyl ester

(S)-4-benzyl-3-(3,3-dimethylbutanoyl)oxazolidin-2-one

Refernces