AC-DL-PHE(4-F)-OME

Base Information

• Chemical Name: AC-DL-PHE(4-F)-OME
• CAS No.: 87586-97-8
• Molecular Formula: C12H14 F N O3
• Molecular Weight: 239.246
• Hs Code.: 2924299090
• Mol file: 87586-97-8.mol

Synonyms:DL-Phenylalanine,N-acetyl-4-fluoro-, methyl ester

Chemical Property of AC-DL-PHE(4-F)-OME

Chemical Property:

• Vapor Pressure: 1.77E-06mmHg at 25°C
• Refractive Index: 1.501
• Boiling Point: 395.9°C at 760 mmHg
• Flash Point: 193.3°C
• PSA: 55.40000
• Density: 1.182g/cm³
• LogP: 1.43680

Purity/Quality:

98.5% ^*data from raw suppliers

AC-DL-PHE(4-F)-OME 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of AC-DL-PHE(4-F)-OME

There total 7 articles about AC-DL-PHE(4-F)-OME 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: 75.0%

methyl 2-acetamido-3-(4-fluorophenyl)-2-methoxypropanoate (1262841-26-8) → N-acetyl-(R,S)-4-fluorophenylalanine methyl ester (87586-97-8)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 0 - 25 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.10.132

Reference yield: 51.0%

Methyl 2-acetamidoacrylate (35356-70-8) + 4-fluoroboronic acid (1765-93-1) → N-acetyl-(R,S)-4-fluorophenylalanine methyl ester (87586-97-8)

Guidance literature:

With triphenyl phosphite; palladium diacetate; caesium carbonate; In N,N-dimethyl-formamide; at 75 ℃;

DOI:10.1016/j.tetlet.2010.03.034

Reference yield:

4-fluorobenzaldehyde (459-57-4) → N-acetyl-(R,S)-4-fluorophenylalanine methyl ester (87586-97-8)

Guidance literature:

Multi-step reaction with 2 steps

1: AcONa / 1 h / Heating

2: 1.) MeONa, 2.) H₂ / 2.) 10percent Pd/C / 1.) 10 min, 2.) MeOH, 50 deg C, 2-3 h

With hydrogen; sodium methylate; sodium acetate; palladium on activated charcoal;

upstream raw materials:

methanol

(Z)-4-(4-fluorobenzylidene)-2-methyloxazol-5(4H)-one

4-fluorobenzaldehyde

Methyl 2-acetamidoacrylate

Downstream raw materials:

(S)-2-acetylamino-3-(4-fluorophenyl)propionic acid

Refernces

• 1、 Key, Hanna M.,Miller, Scott J.. "Site- and Stereoselective Chemical Editing of Thiostrepton by Rh-Catalyzed Conjugate Arylation: New Analogues and Collateral Enantioselective Synthesis of Amino Acids". supporting information. p. 15460 - 15466. Retrieved 2017/11/06.
• 2、 De Azambuja, Francisco,Correia, Carlos Roque Duarte. "The Heck-Matsuda arylation of 2-hetero-substituted acrylates". supporting information; experimental part. p. 42 - 45. Retrieved 2011/02/25.