2,3-Difluoro-D-Phenylalanine

Base Information

• Chemical Name: 2,3-Difluoro-D-Phenylalanine
• CAS No.: 266360-59-2
• Molecular Formula: C₉H₉F₂NO₂
• Molecular Weight: 201.173
• Hs Code.: 2922498590
• DSSTox Substance ID: DTXSID80428102
• Mol file: 266360-59-2.mol

Synonyms:2,3-Difluoro-D-Phenylalanine;266360-59-2;(R)-2-Amino-3-(2,3-difluorophenyl)propanoic acid;(2R)-2-amino-3-(2,3-difluorophenyl)propanoic acid;(R)-2-Amino-3-(2,3-difluorophenyl)propanoicacid;SCHEMBL21690071;DTXSID80428102;D-2,3-DIFLUOROPHENYLALANINE;CS-0450347;A50313;A877173

Chemical Property of 2,3-Difluoro-D-Phenylalanine

Chemical Property:

• Vapor Pressure: 0.000327mmHg at 25°C
• Refractive Index: 1.536
• Boiling Point: 306.9 °C at 760 mmHg
• Flash Point: 139.4 °C
• PSA: 63.32000
• Density: 1.379g/cm³
• LogP: 1.61950
• Storage Temp.: 2-8°C
• XLogP3: -1.2
• 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:

97% ^*data from raw suppliers

(R)-2-Amino-3-(2,3-difluorophenyl)propanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,3-Difluoro-D-Phenylalanine

There total 9 articles about 2,3-Difluoro-D-Phenylalanine 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: 95.0%

(R)-2-Acetylamino-3-(2,3-difluoro-phenyl)-propionic acid (266360-53-6) → (R)-2-Amino-3-(2,3-difluoro-phenyl)-propionic acid (266360-59-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; for 5h; Heating;

DOI:10.1016/S0040-4039(99)02191-7

Reference yield:

2-acetylamino-3-(2,3-difluoro-phenyl)-propionic acid (266360-47-8) → DL-2,3-Difluorophenylalanine (266360-42-3,266360-59-2) + (R)-2-Acetylamino-3-(2,3-difluoro-phenyl)-propionic acid (266360-53-6)

Guidance literature:

With sodium hydroxide; Aspergillus genus acylase; sodium acetate; In water; at 38 ℃; for 48h; pH=8.0;

DOI:10.1016/S0040-4039(99)02191-7

Reference yield:

2,3-difluorobenzyl bromide (113211-94-2) → DL-2,3-Difluorophenylalanine (266360-42-3,266360-59-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / NaOEt / ethanol / 2 h / Heating

2: 2M NaOH / methanol; H₂O / 3 h / 40 °C

3: 92 percent / p-xylene / 2 h / Heating

4: Aspergillus genus acylase; 0.2 M AcONa; 0.2 M NaOH / H₂O / 48 h / 38 °C / pH 8.0

With sodium hydroxide; Aspergillus genus acylase; sodium ethanolate; sodium acetate; In methanol; ethanol; para-xylene; water; 1: Alkylation / 2: Hydrolysis / 3: Decarboxylation / 4: Deacetylation;

DOI:10.1016/S0040-4039(99)02191-7

upstream raw materials:

2-acetylamino-3-(2,3-difluoro-phenyl)-propionic acid

2,3-difluorobenzyl bromide

2-acetylamino-2-(2,3-difluoro-benzyl)-malonic acid diethyl ester

(R)-2-Acetylamino-3-(2,3-difluoro-phenyl)-propionic acid

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