(2R)-2-(4-fluorophenyl)propanoic acid

Base Information

• Chemical Name: (2R)-2-(4-fluorophenyl)propanoic acid
• CAS No.: 150360-26-2
• Molecular Formula: C9H9FO2
• Molecular Weight: 168.168
• European Community (EC) Number: 838-727-8
• Nikkaji Number: J1.734.317C
• Mol file: 150360-26-2.mol

Synonyms:(2R)-2-(4-fluorophenyl)propanoic acid;150360-26-2;(R)-2-(4-fluorophenyl)propanoic acid;SCHEMBL1711069;IXSCGBODJGIJNN-ZCFIWIBFSA-N;AKOS006372695;AC-37101;(R)-alpha-Methyl-4-fluorobenzeneacetic acid;EN300-1717377

Chemical Property of (2R)-2-(4-fluorophenyl)propanoic acid

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 168.05865769
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)F)C(=O)O
• Isomeric SMILES: C[C@H](C1=CC=C(C=C1)F)C(=O)O

Technology Process of (2R)-2-(4-fluorophenyl)propanoic acid

There total 22 articles about (2R)-2-(4-fluorophenyl)propanoic acid 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: 84.0%

(R)-1-fluoro-4-(1-nitropropan-2-yl)benzene → (2R)-2-(4-fluorophenyl)propanoic acid (150360-26-2)

Guidance literature:

With acetic acid; sodium nitrite; In dimethyl sulfoxide; at 35 ℃; for 24h;

DOI:10.1002/cctc.201500958

Reference yield:

4-fluorobenzeneacetic acid methyl ester (34837-84-8) → (2R)-2-(4-fluorophenyl)propanoic acid (150360-26-2)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran; paraffin / 2 h / Heating

2: 1.) NaH / 1.) THF, mineral oil, 0 deg C, 15 min, 2.) THF, mineral oil, 60 deg C, 2 h

3: 2N aq. KOH / ethanol / Ambient temperature

4: various solvent(s) / 120 h / microbial decarboxylation in the presence of Alicaligenes bronchisepticus, pH 7.2

With potassium hydroxide; sodium hydride; In tetrahydrofuran; ethanol; paraffin;

DOI:10.1016/S0022-1139(00)82414-8

Reference yield:

(+/-)-2-(4-flurophenyl)propanoic acid (75908-73-5) → (2R)-2-(4-fluorophenyl)propanoic acid (150360-26-2)

Guidance literature:

With (S)-1-phenyl-ethylamine; In ethyl acetate; at 20 ℃; for 1h; Reflux;

upstream raw materials:

α-(p-fluorophenyl)-α-methylmalonic acid

(4R)-3-[(2R)-2-(4-fluorophenyl)propanoyl]-4-isopropyl-1,3-oxazolidin-2-one

(4R)-3-[(4-fluorophenyl)acetyl]-4-isopropyl-1,3-oxazolidin-2-one

4-Fluorophenylacetyl chloride

Downstream raw materials:

methyl {(8R)-8-[[(2R)-2-(4-fluorophenyl)propanoyl](methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetate

(2R)-2-(4-fluorophenyl)-N-[4-(2-{[2-methoxy-4-(methylsulfonyl)phenyl]amino}[1,2,4]triazolo[1,5,α]pyridin-6-yl)phenyl]propanamide

(2R)-2-(4-fluorophenyl)-N-[4-(2-{[4-(methylsulfonyl)-2-(2,2,2-trifluoroethoxy)phenyl]amino}[1,2,4]triazolo[1,5-α]pyridin-6-yl)phenyl]propanamide

4-{[6-(4-{[(2R)-2-(4-fluorophenyl)propanoyl]-amino}phenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-methoxy-N-(2,2,2-trifluoroethyl)benzamide

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