2-amino-3-(3,4-difluorophenyl)propanoic Acid

Base Information

• Chemical Name: 2-amino-3-(3,4-difluorophenyl)propanoic Acid
• CAS No.: 32133-36-1
• Molecular Formula: C9H9F2NO2
• Molecular Weight: 201.173
• Hs Code.: 2922499990
• European Community (EC) Number: 670-832-2
• DSSTox Substance ID: DTXSID50371797
• ChEMBL ID: CHEMBL4595176
• Mol file: 32133-36-1.mol

Synonyms:32133-36-1;2-amino-3-(3,4-difluorophenyl)propanoic Acid;3,4-difluoro-dl-phenylalanine;dl-3,4-Difluorophenylalanine;3,4-Difluorophenylalanine;2-azanyl-3-[3,4-bis(fluoranyl)phenyl]propanoic acid;Alanine, 3-(3,4-difluorophenyl)-, L- (8CI);L-3,4-DIFLUOROPHE;SCHEMBL44051;CHEMBL4595176;SCHEMBL18511382;DTXSID50371797;MFCD00061307;AKOS000189019;AKOS016843599;AKOS032963163;AB02430;AB08129;PS-6486;AC-11396;HY-79171;CS-0011211;FT-0614289;FT-0653929;FT-0658432;FT-0698094;A50334;2-amino-3-(3,4-difluoro-phenyl)-propionic acid;EN300-1827555;A817577;A821164;A875699;3,4-Difluoro-DL-phenylalanine, 97% (H-DL-Phe(3,4-diF)-OH);Difluorophenylalanine4;3,4-Difluoro-DL-phenylalanine;DL-3,4-Difluorophenylalanine

Chemical Property of 2-amino-3-(3,4-difluorophenyl)propanoic Acid

Chemical Property:

• Vapor Pressure: 0.000234mmHg at 25°C
• Melting Point: 237 °C
• Refractive Index: 1.536
• Boiling Point: 311.9 °C at 760 mmHg
• PKA: 2.16±0.20(Predicted)
• Flash Point: 142.5 °C
• PSA: 63.32000
• Density: 1.379 g/cm³
• LogP: 1.61950
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 201.06013485
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-Difluoro-DL-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC(C(=O)O)N)F)F

Technology Process of 2-amino-3-(3,4-difluorophenyl)propanoic Acid

There total 5 articles about 2-amino-3-(3,4-difluorophenyl)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: 38.0%

C26H25F2NO2 → 2-amino-3-(3,4-difluorophenyl)propanoic acid (32133-36-1,249648-08-6)

Guidance literature:

With hydrogenchloride; In water; for 6h; Reflux;

Reference yield:

2-Acetylamino-2-(3,4-difluorobenzyl)malonic acid diethyl ester (15017-45-5) → 2-amino-3-(3,4-difluorophenyl)propanoic acid (32133-36-1,249648-08-6)

Guidance literature:

With hydrogenchloride; acetic acid; Heating;

DOI:10.1021/jm00313a013

Reference yield:

3,4-difluorotoluene (2927-34-6) → 2-amino-3-(3,4-difluorophenyl)propanoic acid (32133-36-1,249648-08-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NBS, (PhCO)2O₂

2: (i) Na, (ii) /BRN= 742578/

3: aq. HCl, AcOH / Heating

With hydrogenchloride; N-Bromosuccinimide; acetic acid; dibenzoyl peroxide;

DOI:10.1021/jm00313a013

upstream raw materials:

2-Acetylamino-2-(3,4-difluorobenzyl)malonic acid diethyl ester

3,4-difluorotoluene

alpha-bromo-3,4-difluorotoluene

Downstream raw materials:

3-(3,4-difluoro-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

Refernces

• 1、 DeGraw,Cory,Skinner,Theisen,Mitoma. "Experimentally induced phenylketonuria. I. Inhibitors of phenylalanine hydroxylase.". . p. 64 - 66. Retrieved 2007/10/06.