ALPHA-METHYL-L-4-FLUOROPHE

Base Information

• Chemical Name: ALPHA-METHYL-L-4-FLUOROPHE
• CAS No.: 130855-57-1
• Molecular Formula: C10H12FNO2
• Molecular Weight: 197.209
• Hs Code.: 2922499990
• Mol file: 130855-57-1.mol

Synonyms:ALPHA-METHYL-L-4-FLUOROPHE;ALPHA-METHYL-L-4-FLUOROPHENYLALANINE;a-Methyl-L-4-Fluorophenylalanine

Chemical Property of ALPHA-METHYL-L-4-FLUOROPHE

Chemical Property:

• PSA: 63.32000
• LogP: 1.87050
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

4-Fluoro-α-methyl-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Fluoro-α-methyl-L-phenylalanine is used in the discovery of series of zwitterionic CCR3 antagonists, AZ12436092.

Technology Process of ALPHA-METHYL-L-4-FLUOROPHE

There total 8 articles about ALPHA-METHYL-L-4-FLUOROPHE 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: 85.0%

C35H32FN3O3(2-)*Ni(2+) → (2S)-2-amino-3-(4-fluorophenyl)-2-methylpropanoic acid (130855-57-1,422568-68-1)

Guidance literature:

With hydrogenchloride; In methanol; for 0.166667h; Heating;

DOI:10.1055/s-1993-25812

Reference yield: 78.0%

2-Amino-3-(4-fluoro-phenyl)-2-methyl-propionic acid methyl ester → (2S)-2-amino-3-(4-fluorophenyl)-2-methylpropanoic acid (130855-57-1,422568-68-1) + (R)-2-Amino-3-(4-fluoro-phenyl)-2-methyl-propionic acid methyl ester

Guidance literature:

With α-chymotrypsin; In water; at 37 ℃; for 35h; pH=5.0;

DOI:10.1016/S0040-4039(00)87608-X

Reference yield:

isopropyl 2-[(E)-1-phenylmethylideneamino]propanoate (126402-81-1) + 1-chloromethyl-4-fluorobenzene (352-11-4) → (2S)-2-amino-3-(4-fluorophenyl)-2-methylpropanoic acid (130855-57-1,422568-68-1) + (R)-α-methyl-para-fluorophenylalanine (422568-68-1)

Guidance literature:

isopropyl 2-[(E)-1-phenylmethylideneamino]propanoate; 1-chloromethyl-4-fluorobenzene; With sodium hydroxide; (R,R)-N,N'-bis(salicylidene)-1,2-cyclohexanediaminocopper(II); In toluene; at 20 ℃; for 12h; phase transfer catalysis;

With hydrogenchloride;

DOI:10.1016/S0040-4039(99)01214-9

upstream raw materials:

L-alanin

1-chloromethyl-4-fluorobenzene

isopropyl 2-[(E)-1-phenylmethylideneamino]propanoate

4-Fluorobenzyl bromide

Downstream raw materials:

3-(S)-(4-fluoro-phenyl)-2-methyl-2-pyrrol-1-yl-propionic acid

5-(S)-(4-fluoro-benzyl)-8-hydroxy-5-methyl-6-oxo-5,6-dihydro-indolizine-7-carboxylic acid ethyl ester

N-{3-[5-(S)-(4-fluoro-benzyl)-8-hydroxy-5-methyl-6-oxo-5,6-dihydro-indolizin-7-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}-methanesulfonamide

Refernces

• 1、 Wouters, L.,Lemaire, C.,Plenevaux, A.,Ooi, T.,Maruoka, K.,Luxen, A.. "Synthesis of [18F]Fluorinated α-Methyl-α-amino Acids by Phase-Transfer Catalysis for Potential PET Application". . p. S206 - S206. Retrieved 2007/10/03.
• 2、 Kukhar,Belokon,Soloshonok,Svistunova Yu.,Rozhenko,Kuz'mina. "Asymmetric synthesis of organoelement analogues of natural products; Part 12: General method for the asymmetric synthesis of fluorine-containing phenylalanines and α-methyl(phenyl)alanines via alkylation of the chiral nickel(II) Schiff's base complexes of". . p. 117 - 120. Retrieved 2007/10/02.