(2S)-N-(3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy)-D-valine methyl ester

Base Information

• Chemical Name: (2S)-N-(3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy)-D-valine methyl ester
• CAS No.: 261165-39-3
• Molecular Formula: C₁₆H₂₀F₃NO₄
• Molecular Weight: 347.334
• Mol file: 261165-39-3.mol

Synonyms:(2S)-N-(3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy)-D-valine methyl ester

Chemical Property of (2S)-N-(3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy)-D-valine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-N-(3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy)-D-valine methyl ester

There total 3 articles about (2S)-N-(3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy)-D-valine 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: 95.0%

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride (39637-99-5,20445-33-4) + L-valine methylester hydrochloride (6306-52-1) → (2S)-N-(3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy)-D-valine methyl ester (261165-39-3)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃; for 3h;

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

Reference yield:

methyl 2-(benzyloxyamino)-3-methylbutanoate (77426-68-7) → (2S)-N-(3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy)-D-valine methyl ester (261165-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd(OH)2 / methanol / 3 h / 20 °C

2: 85 mg / DMAP / pyridine / 20 °C

With dmap; hydrogen; palladium dihydroxide; In pyridine; methanol; 1: Hydrogenolysis / 2: Acylation;

DOI:10.1021/jo991353n

Reference yield:

L-valine methyl ester (4070-48-8) + (R)-methoxytrifluoromethylphenylacetyl chloride (20445-33-4,39637-99-5) → (2S)-N-(3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy)-L-valine methyl ester (70363-24-5) + (2S)-N-(3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy)-D-valine methyl ester (261165-39-3)

Guidance literature:

With dmap; In pyridine; at 20 ℃;

DOI:10.1021/jo991353n

upstream raw materials:

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride

L-valine methylester hydrochloride

L-valine methyl ester

(R)-methoxytrifluoromethylphenylacetyl chloride