(R)-3-(4-fluorophenyl)-3-hydroxypropionic acid methyl ester

Base Information

• Chemical Name: (R)-3-(4-fluorophenyl)-3-hydroxypropionic acid methyl ester
• CAS No.: 885123-33-1
• Molecular Formula: C₁₀H₁₁FO₃
• Molecular Weight: 198.194
• Mol file: 885123-33-1.mol

Synonyms:(R)-3-(4-fluorophenyl)-3-hydroxypropionic acid methyl ester

Chemical Property of (R)-3-(4-fluorophenyl)-3-hydroxypropionic acid methyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(4-fluorophenyl)-3-hydroxypropionic acid methyl ester

There total 6 articles about (R)-3-(4-fluorophenyl)-3-hydroxypropionic 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: 98.0%

methanol (67-56-1) + 3-(4-fluoro-phenyl)-propenal (51791-26-5,24654-55-5,213617-57-3) → (R)-3-(4-fluorophenyl)-3-hydroxypropionic acid methyl ester (885123-33-1)

Guidance literature:

With C₁₀H₁₂N₂O₇S; C₂₂H₂₃N₂O⁽¹⁺⁾*Cl^(1-); potassium carbonate; In toluene; at 20 ℃; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/ja511371a

Reference yield: 95.0%

methyl 4-fluorobenzoyl acetate (63131-29-3) → (R)-3-(4-fluorophenyl)-3-hydroxypropionic acid methyl ester (885123-33-1)

Guidance literature:

With hydrogen; [((S)-Cl-MeO-BIPHEP)Ru(p-cymene)Cl]Cl*CH₂Cl₂; In methanol; at 60 ℃; for 37h; under 6000.48 Torr;

DOI:10.1039/b617260a

Reference yield:

methyl 4-fluorobenzoyl acetate (63131-29-3) → (R)-3-(4-fluorophenyl)-3-hydroxypropionic acid methyl ester (885123-33-1) + 3-hydroxy-3-(4-fluorophenyl)-propionic acid methyl ester

Guidance literature:

With hydrogen; RuBr₂{(R)-difluorphos}; In methanol; at 80 ℃; for 24h; under 7500.6 Torr; Title compound not separated from byproducts;

DOI:10.1002/anie.200352453

upstream raw materials:

methyl 4-fluorobenzoyl acetate

4-Fluorobenzoic acid

vinyl acetate

methanol

Downstream raw materials:

(R)-N-benzyl-3-(4-fluorophenyl)-3-hydroxypropionamide

(R)-3-benzyl-6-(4-fluorophenyl)[1,2,3]oxathiazinane-2,2-dioxide

3-benzyl-6-(4-fluoro-phenyl)-[1,2,3]oxathiazinane 2-oxide

(R)-3-(benzylamino)-1-(4-fluorophenyl)propan-1-ol

Refernces

• 1、 Wei, De-Quan,Chen, Xiu-Shuai,Hou, Chuan-Jin,Hu, Xiang-Ping. "Iridium-catalyzed asymmetric hydrogenation of β-keto esters with new phenethylamine-derived tridentate P,N,N-ligands". supporting information. p. 237 - 243. Retrieved 2019/01/21.
• 2、 -. "On the basis of the phenethylamine skeleton chiral P, N, N ligand compound and its manufacturing method and application (by machine translation)". Paragraph 0105; 0115; 0116; 0153-0159. . Retrieved 2019/06/13.