3-Fluoro-D-alanine

Base Information

• Chemical Name: 3-Fluoro-D-alanine
• CAS No.: 35455-20-0
• Molecular Formula: C3H6FNO2
• Molecular Weight: 107.085
• UNII: 6E8IWO1KN2
• DSSTox Substance ID: DTXSID40331441
• Nikkaji Number: J89.017K
• Wikidata: Q27264689
• Metabolomics Workbench ID: 68571
• ChEMBL ID: CHEMBL2111117
• Mol file: 35455-20-0.mol

Synonyms:3-fluoro-D-alanine;3-fluoroalanine;3-fluoroalanine, (D-Ala)-isomer;3-fluoroalanine, (DL-Ala)-isomer;3-fluoroalanine, (L-Ala)-isomer;beta-fluoroalanine

Chemical Property of 3-Fluoro-D-alanine

Chemical Property:

• PSA: 63.32000
• 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:

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-D-alanine

There total 12 articles about 3-Fluoro-D-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: 80.0%

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

Guidance literature:

With L-alanine dehydrogenase from Bacillus subtilis; rabbit muscle L-lactate dehydrogenase; NAD; In water; at 25 ℃; pH=7.9; Enzymatic reaction;

DOI:10.1016/S0957-4166(00)00096-3

Reference yield: 73.0%

(2S)-2-benzyloxycarbonylamino-3-fluoropropionic acid (36369-37-6) → (S)-3-fluoroalanine (35455-20-0,43163-93-5)

Guidance literature:

With hydrogen; nickel; In ethanol; for 4h; Ambient temperature;

DOI:10.1016/S0957-4166(97)00334-0

Reference yield: 63.0%

3-fluoro-D-alanine methyl ester (76312-98-6) → (S)-3-fluoroalanine (35455-20-0,43163-93-5)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 1h;

upstream raw materials:

D-Serine

3-fluoro-D-alanine methyl ester

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

3-fluoroalanine

Refernces

• 1、 Kollonitsch,Barash. "". . p. 5591,5592. Retrieved 1976.
• 2、 Kobayashi, Jyumpei,Shimizu, Yasuhiro,Mutaguchi, Yuta,Doi, Katsumi,Ohshima, Toshihisa. "Characterization of d-amino acid aminotransferase from Lactobacillus salivarius". . p. 15 - 22. Retrieved 2013/10/22.
• 3、 Gon?alves, Luciana P.B.,Antunes, Octavio A.C.,Pinto, Gerson F.,Oestreicher, Enrique G.. "Kinetic aspects involved in the simultaneous enzymatic synthesis of (S)-3-fluoroalanine and (R)-3-fluorolactic acid". . p. 219 - 227. Retrieved 2007/10/03.