3-Fluoro-l-alanine

Base Information

• Chemical Name: 3-Fluoro-l-alanine
• CAS No.: 35455-21-1
• Molecular Formula: C3H6FNO2
• Molecular Weight: 107.085
• Hs Code.: 2922499990
• Nikkaji Number: J89.018I
• Wikidata: Q76009681
• ChEMBL ID: CHEMBL4633056
• Mol file: 35455-21-1.mol

Synonyms:3-fluoro-l-alanine;(2R)-2-amino-3-fluoropropanoic acid;35455-21-1;(R)-2-Amino-3-fluoropropanoic acid;b-Fluoro-DL-alanine;Alanine, 3-fluoro-;L-beta-Fluoroalanine;L-Alanine, 3-fluoro-;SCHEMBL200984;CHEMBL4633056;AKOS006338507;EN300-153076

Chemical Property of 3-Fluoro-l-alanine

Chemical Property:

• Melting Point: 167-168 °C (decomp)(Solv: water (7732-18-5))
• Boiling Point: 266.9±25.0 °C(Predicted)
• PKA: 1.86±0.10(Predicted)
• PSA: 63.32000
• Density: 1.302±0.06 g/cm3(Predicted)
• LogP: 0.06810
• XLogP3: -3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 107.03825660
• Heavy Atom Count: 7
• Complexity: 75.3

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Fluoro-l-alanine

There total 12 articles about 3-Fluoro-l-alanine 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: 91.2%

β-fluoropyruvic acid sodium salt (2923-22-0) → (R)-3-fluoroalanine (35455-21-1,43163-93-5)

Guidance literature:

With sodium formate; ammonium chloride; NADH; In aq. phosphate buffer; at 25 ℃; for 6h; pH=8.0; Reagent/catalyst; Kinetics; Green chemistry; Enzymatic reaction;

DOI:10.1002/cbic.201700493

Reference yield: 65.0%

3-fluoro-L-alanine methyl ester (76312-98-6) → (R)-3-fluoroalanine (35455-21-1,43163-93-5)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 1h;

Reference yield: 60.0%

3-fluoroalanine (16652-37-2,43163-93-5) → (R)-3-fluoroalanine (35455-21-1,43163-93-5) + (S)-3-fluoroalanine (35455-20-0,43163-93-5) + (R)-3-fluorolactic acid (3130-92-5)

Guidance literature:

With benzenesulfonamide; Bacillus subtilis L-alanine dehydrogenase; rabbit muscle L-lactate dehydrogenase; In phosphate buffer; at 25 ℃; pH=7.9; Title compound not separated from byproducts;

DOI:10.1016/j.jfluchem.2003.08.009

upstream raw materials:

L-serin

l-cysteine hydrochloride

3-fluoro-L-alanine methyl ester

3-fluoroalanine

Downstream raw materials:

3-fluoro-L-alanine methyl ester

L-t-BOC-3-fluoroalanine

(2R)-2-benzyloxycarbonylamino-3-fluoropropionic acid

Refernces

• 1、 Carpentier, Claudia,Godbout, Rapha?l,Otis, Fran?ois,Voyer, Normand. "Synthesis and use of N-Fmoc-l-fluoroalanine". supporting information. p. 1244 - 1246. Retrieved 2015/03/04.
• 2、 Seo, Young-Man,Khang, Yong-Ho,Yun, Hyungdon. "Kinetic resolution of 3-fluoroalanine using a fusion protein of D-amino acid oxidase with Vitroscilla hemoglobin". body text. p. 820 - 822. Retrieved 2011/11/30.