DL-Phenylalanine, 4-fluoro-, methyl ester

Base Information

• Chemical Name: DL-Phenylalanine, 4-fluoro-, methyl ester
• CAS No.: 59850-77-0
• Molecular Formula: C10H12FNO2
• Molecular Weight: 197.209
• Mol file: 59850-77-0.mol

Synonyms:

Chemical Property of DL-Phenylalanine, 4-fluoro-, methyl ester

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DL-Phenylalanine, 4-fluoro-, methyl ester

There total 5 articles about DL-Phenylalanine, 4-fluoro-, methyl ester 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: 100.0%

methanol (67-56-1) + 4-Fluorophenylalanine (51-65-0) → ethyl 2-amino-3-(4-fluorophenyl) propanoate (59850-77-0,73283-54-2)

Guidance literature:

methanol; 4-Fluorophenylalanine; With thionyl chloride; for 18h; Heating;

With triethylamine; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1016/S0040-4020(03)00553-2

Reference yield: 75.0%

(E)-methyl 3-(4-fluorophenyl)-2-(hydroxyimino)propanoate (1612831-63-6) → ethyl 2-amino-3-(4-fluorophenyl) propanoate (59850-77-0,73283-54-2)

Guidance literature:

With iron; zinc; In formic acid; at 50 - 65 ℃; for 2h;

DOI:10.1039/c3gc42432d

Reference yield: 72.0%

methyl 2-(dibenzylamino)-3-(4-fluorophenyl)propanoate (1433460-20-8) → ethyl 2-amino-3-(4-fluorophenyl) propanoate (59850-77-0,73283-54-2)

Guidance literature:

methyl 2-(dibenzylamino)-3-(4-fluorophenyl)propanoate; With Pd(OH)2/C; hydrogen; acetic acid; In methanol; water; at 20 ℃; for 15h; under 30003 Torr; Autoclave;

With sodium hydrogencarbonate; In dichloromethane; water; pH=8; Inert atmosphere;

DOI:10.1002/anie.201206237

upstream raw materials:

methanol

4-Fluorophenylalanine

methyl 2-(dibenzylamino)-3-(4-fluorophenyl)propanoate

1-Bromo-4-fluorobenzene

Downstream raw materials:

2-amino-3-(4-fluorophenyl)propan-1-ol

(4S,E)-4-(3-(3,4-dimethoxyphenyl)acrylamido)-5-(3-(4-fluorophenyl)-1-methoxy-1-oxopropan-2-ylamino)-5-oxopentanoic acid

methyl 2-[4-[[4-(3,4-dichloro-2-methylphenoxy)-1-piperidyl]methyl]-1-piperidyl]-3-(4-fluorophenyl)propanoate

methyl 2-((tert-butoxycarbonyl)amino)-3-(4-fluorophenyl)propanoate

Refernces

• 1、 Drinkwater, Nyssa,Vinh, Natalie B.,Mistry, Shailesh N.,Bamert, Rebecca S.,Ruggeri, Chiara,Holleran, John P.,Loganathan, Sasdekumar,Paiardini, Alessandro,Charman, Susan A.,Powell, Andrew K.,Avery, Vicky M.,McGowan, Sheena,Scammells, Peter J.. "Potent dual inhibitors of Plasmodium falciparum M1 and M17 aminopeptidases through optimization of S1 pocket interactions". . p. 43 - 64. Retrieved 2016/01/30.
• 2、 Aspin, Sam,Goutierre, Anne-Sophie,Larini, Paolo,Jazzar, Rodolphe,Baudoin, Olivier. "Synthesis of aromatic α-aminoesters: Palladium-catalyzed long-range arylation of primary Csp3-H bonds". supporting information. p. 10808 - 10811. Retrieved 2013/01/15.