Benzenepropanoic acid, alpha-fluoro-alpha-methyl-beta-oxo-, methyl ester, (R)- (9CI)

Base Information

• Chemical Name: Benzenepropanoic acid, alpha-fluoro-alpha-methyl-beta-oxo-, methyl ester, (R)- (9CI)
• CAS No.: 144462-33-9
• Molecular Formula: C11H11 F O3
• Molecular Weight: 210.2016432
• Mol file: 144462-33-9.mol

Synonyms:Benzenepropanoicacid, a-fluoro-a-methyl-b-oxo-, methyl ester, (R)- (9CI)

Chemical Property of Benzenepropanoic acid, alpha-fluoro-alpha-methyl-beta-oxo-, methyl ester, (R)- (9CI)

Chemical Property:

• Boiling Point: 272.1±20.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.171±0.06 g/cm3(Predicted)
• LogP: 1.77050

Purity/Quality:

99%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenepropanoic acid, alpha-fluoro-alpha-methyl-beta-oxo-, methyl ester, (R)- (9CI)

There total 10 articles about Benzenepropanoic acid, alpha-fluoro-alpha-methyl-beta-oxo-, methyl ester, (R)- (9CI) 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + tert-butyl 2-benzoylpropionate (104015-38-5) → (R)-methyl 2-fluoro-2-methyl-3-oxo-3-phenyl-propionate (144462-33-9,765271-39-4)

Guidance literature:

tert-butyl 2-benzoylpropionate; With N-fluorobis(benzenesulfon)imide; In ethanol; at 20 ℃; for 40h;

With trifluoroacetic acid; at 20 ℃; for 2h;

diazomethane; In diethyl ether; Further stages.;

DOI:10.1021/ja028464f

Reference yield:

tert-butyl 2-benzoylpropionate (104015-38-5) → (R)-methyl 2-fluoro-2-methyl-3-oxo-3-phenyl-propionate (144462-33-9,765271-39-4)

Guidance literature:

Multi-step reaction with 3 steps

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

2: trifluoroacetic acid

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

DOI:10.1016/j.tet.2005.12.070

Reference yield:

methyl 2-benzoylpropionate (32742-19-1,116782-25-3,29540-54-3) → methyl 2-fluoro-2-methyl-3-oxo-3-phenylpropanoate (765271-39-4) + (R)-methyl 2-fluoro-2-methyl-3-oxo-3-phenyl-propionate (144462-33-9,765271-39-4)

Guidance literature:

With chiral 1,1'-binaphthyl-based scandium salt; N-fluoropyridinium triflate; In toluene; at 20 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2005.12.029

upstream raw materials:

diazomethane

methanol

(3S,4S,6R,7S,10R)-3,4-Difluoro-7-isopropyl-3,10-dimethyl-4-phenyl-1,5-dioxa-spiro[5.5]undecan-2-one

methyl 2-benzoylpropionate

Downstream raw materials:

(R)-ethyl 2-methyl-2-fluoro-3-oxo-3-phenylpropanoate

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

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

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