Fludalanine

Base Information

• Chemical Name: Fludalanine
• CAS No.: 35523-45-6
• Molecular Formula: C3H5 D F N O2
• Molecular Weight: 108.077
• European Community (EC) Number: 252-607-7
• UNII: JV76B65O78
• DSSTox Substance ID: DTXSID70913799
• Nikkaji Number: J17.580C
• Wikidata: Q27281711
• NCI Thesaurus Code: C81726
• ChEMBL ID: CHEMBL2107426
• Mol file: 35523-45-6.mol

Synonyms:3-fluoro-2-deutero-D-alanine;fludalanine

Chemical Property of Fludalanine

Chemical Property:

• Vapor Pressure: 0.00242mmHg at 25°C
• Boiling Point: 266.9°Cat760mmHg
• Flash Point: 115.2°C
• PSA: 63.32000
• Density: 1.315g/cm³
• LogP: 0.06810
• XLogP3: -3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 108.04453334
• Heavy Atom Count: 7
• Complexity: 75.3

Purity/Quality:

99% ^*data from raw suppliers

3-FLUORO-D-(2-2H)ALANINE 95.00% ^*data from reagent 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: [2H][C@@](CF)(C(=O)O)N
• Uses: Antibacterial.

Technology Process of Fludalanine

There total 5 articles about Fludalanine 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%

(2R)-2-amino-2-deutero-3-hydroxy-propanoic acid (103292-62-2) → α-2H-β-19F-D-alanine (35523-45-6)

Guidance literature:

With sulfur tetrafluoride; hydrogen fluoride; at -40 - 0 ℃; for 3h;

DOI:10.1021/jo00391a029

Reference yield:

fluoropyruvic acid (433-48-7) + rac-methylbenzylamine (618-36-0) → α-2H-β-19F-D-alanine (35523-45-6)

Guidance literature:

With deuterium; palladium hydroxide-on-charcoal; palladium; In ethanol; water;

Reference yield:

N-Benzyloxycarbonyl-3-fluor-D-alanin-2-d → α-2H-β-19F-D-alanine (35523-45-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jo00403a002

upstream raw materials:

(2R)-2-amino-2-deutero-3-hydroxy-propanoic acid

fluoropyruvic acid

rac-methylbenzylamine

Refernces

• 1、 Reider,Eichen Conn,Davis,et al.. "Synthesis of (R)-serine-2-d and its conversion to the broad spectrum antibiotic fludalanine". . p. 3326 - 3334. Retrieved 2007/10/02.
• 2、 -. "Processes for asymmetric conversion of 3-fluoro-L-alanine and 2-deutero-3-fluoro-L-alanine to their D-isomers". . . Retrieved 2008/06/13.