2,6-Difluoro-l-phenylalanine

Base Information

• Chemical Name: 2,6-Difluoro-l-phenylalanine
• CAS No.: 33787-05-2
• Molecular Formula: C9H9 F2 N O2
• Molecular Weight: 201.173
• Hs Code.: 2922499990
• European Community (EC) Number: 675-990-6
• DSSTox Substance ID: DTXSID70351995
• Nikkaji Number: J1.240.616I
• Mol file: 33787-05-2.mol

Synonyms:33787-05-2;2,6-difluoro-l-phenylalanine;L-2,6-difluorophenyl-alanine;(S)-2-Amino-3-(2,6-difluorophenyl)propanoic acid;L-2,6-Difluorophenylalanine;(2S)-2-amino-3-(2,6-difluorophenyl)propanoic acid;d,l-2,6-difluorophenyl-alanine;(S)-2-Amino-3-(2,6-difluoro-phenyl)-propionic acid;2,6-difluorophenylalanine;2,6-difluoro phenylalanine;SCHEMBL188588;DTXSID70351995;RFOVYDPRGDZBLJ-QMMMGPOBSA-N;MFCD00236245;AKOS016843196;AC-6628;AS-37635;CS-0157174;(S)-2-Amino-3-(2,6-difluorophenyl)propanoicacid

Chemical Property of 2,6-Difluoro-l-phenylalanine

Chemical Property:

• Melting Point: 256 °C
• Boiling Point: 301.1°Cat760mmHg
• PKA: 2.20±0.10(Predicted)
• Flash Point: 135.9°C
• PSA: 63.32000
• Density: 1.379g/cm³
• LogP: 1.61950
• Storage Temp.: under inert gas (nitrogen or Argon) at 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: 203

Purity/Quality:

98%min ^*data from raw suppliers

2,6-Difluoro-l-phenylalanine ^*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)CC(C(=O)O)N)F
• Isomeric SMILES: C1=CC(=C(C(=C1)F)C[C@@H](C(=O)O)N)F
• Uses: L-2,6-Difluorophenylalanine

Technology Process of 2,6-Difluoro-l-phenylalanine

There total 8 articles about 2,6-Difluoro-l-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: 88.0%

(E)-2,6-difluorocinnamic acid (152152-09-5) → (2S)-2-amino-3-(2,6-difluorophenyl)propanoic acid (33787-05-2,266360-62-7)

Guidance literature:

With ammonium hydroxide; Petroselinum crispum phenylalanine ammonialyase (1U); at 37 ℃; for 24h; pH=10;

DOI:10.1002/1521-3765(20000915)6:18<3386::AID-CHEM3386>3.0.CO;2-5

Reference yield: 80.0%

(2S)-2-benzyloxycarbonylamino-3-(2,6-difluorophenyl)propionic acid (627910-22-9) → (2S)-2-amino-3-(2,6-difluorophenyl)propanoic acid (33787-05-2,266360-62-7)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In ethanol; at 20 ℃; for 24h; under 2585.81 Torr;

Reference yield: 80.0%

→ (2S)-2-amino-3-(2,6-difluorophenyl)propanoic acid (33787-05-2,266360-62-7)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In ethanol; for 24h; under 2585.81 Torr;

upstream raw materials:

2-acetylamino-3-(2,6-difluoro-phenyl)-propionic acid

(E)-2,6-difluorocinnamic acid

2,6-Difluorobenzyl bromide

diethyl α-acetamido, α-(2,6-difluorobenzyl)malonate

Downstream raw materials:

N-{[(1,1-dimethylethyl)oxy]carbonyl}-2,6-difluoro-L-phenylalanine

N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-2,6-difluoro-L-phenylalanine

Refernces

• 1、 -. "HALOALKYL CONTAINING COMPOUNDS AS CYSTEINE PROTEASE INHIBITORS". Page/Page column 45-46. . Retrieved 2008/06/13.
• 2、 -. "HALOALKYL CONTAINING COMPOUNDS AS CYSTEINE PROTEASE INHIBITORS". Page/Page column 43-44. . Retrieved 2010/02/11.