(2R,3R)-methyl 2-fluoro-3-hydroxy-2-methyl-3-phenylpropanoate

Base Information

• Chemical Name: (2R,3R)-methyl 2-fluoro-3-hydroxy-2-methyl-3-phenylpropanoate
• CAS No.: 487047-97-2
• Molecular Formula: C₁₁H₁₃FO₃
• Molecular Weight: 212.221
• Mol file: 487047-97-2.mol

Synonyms:(2R,3R)-methyl 2-fluoro-3-hydroxy-2-methyl-3-phenylpropanoate

Chemical Property of (2R,3R)-methyl 2-fluoro-3-hydroxy-2-methyl-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-methyl 2-fluoro-3-hydroxy-2-methyl-3-phenylpropanoate

There total 3 articles about (2R,3R)-methyl 2-fluoro-3-hydroxy-2-methyl-3-phenylpropanoate 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:

(R)-methyl 2-fluoro-2-methyl-3-oxo-3-phenyl-propionate (144462-33-9,765271-39-4) → (2R,3R)-methyl 2-fluoro-3-hydroxy-2-methyl-3-phenylpropanoate (487047-97-2) + (2R,3S)-methyl 2-fluoro-3-hydroxy-2-methyl-3-phenylpropanoate (487047-96-1)

Guidance literature:

With Dimethylphenylsilane; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

DOI:10.1021/ja028464f

Reference yield:

tert-butyl 2-benzoylpropionate (104015-38-5) → (2R,3R)-methyl 2-fluoro-3-hydroxy-2-methyl-3-phenylpropanoate (487047-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-fluorobenzenesulfonimide / chiral palladium complex / ethanol / 48 h / 20 °C

With N-fluorobis(benzenesulfon)imide; chiral palladium complex; In ethanol;

DOI:10.1016/j.tet.2005.12.070

Reference yield:

(R)-tert-butyl 2-fluoro-2-methyl-3-oxo-3-phenyl-propionate (487047-93-8) → (2S,3R)-methyl 2-fluoro-3-hydroxy-2-methyl-3-phenylpropanoate + (2R,3R)-methyl 2-fluoro-3-hydroxy-2-methyl-3-phenylpropanoate (487047-97-2)

Guidance literature:

Multistep reaction;

DOI:10.1016/j.tet.2005.12.070

upstream raw materials:

(R)-methyl 2-fluoro-2-methyl-3-oxo-3-phenyl-propionate

(R)-tert-butyl 2-fluoro-2-methyl-3-oxo-3-phenyl-propionate

tert-butyl 2-benzoylpropionate

Downstream raw materials:

(2R,3S)-3-Azido-2-fluoro-2-methyl-3-phenyl-propionic acid methyl ester