alpha-monofluoromethyltyrosine methyl ester

Base Information

• Chemical Name: alpha-monofluoromethyltyrosine methyl ester
• CAS No.: 81363-78-2
• Molecular Formula: C11H14FNO3
• Molecular Weight: 227.235
• Mol file: 81363-78-2.mol

Synonyms:2-Amino-2-fluoromethyl-3-(4-hydroxy-phenyl)-propionic acid methyl ester;methyl-α-fluoromethyl-p-tyrosinate;2-amino-2-fluoromethyl-3-(4-hydroxyphenyl)-propionic acid, methyl ester;2-amino-2-fluoromethyl-3-(4-hydroxyphenyl)propionic acid methyl ester;

Chemical Property of alpha-monofluoromethyltyrosine methyl ester

Chemical Property:

• Vapor Pressure: 4.76E-06mmHg at 25°C
• Boiling Point: 371.6°C at 760 mmHg
• Flash Point: 178.6°C
• PSA: 72.55000
• Density: 1.242g/cm³
• LogP: 1.47500

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of alpha-monofluoromethyltyrosine methyl ester

There total 4 articles about alpha-monofluoromethyltyrosine 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: 70.0%

α-fluoromethyl-p-tyrosine (73804-76-9) → 2-amino-2-fluoromethyl-3-(4-methoxyphenyl)propionitrile (81363-77-1) + 2-amino-2-fluoromethyl-3-(4-hydroxyphenyl)-propionic acid,methyl ester (81363-78-2)

Guidance literature:

With sodium carbonate; In methanol; water;

Reference yield:

methyl-α-fluoromethyl-N-benzylidene-p-tyrosinate (153711-34-3) → 2-amino-2-fluoromethyl-3-(4-hydroxyphenyl)-propionic acid,methyl ester (81363-78-2)

Guidance literature:

With hydrogenchloride; In diethyl ether; for 3h; Yield given; Ambient temperature;

DOI:10.1016/S0022-1139(00)80476-5

Reference yield:

2-benzylideneamino-3-(4-hydroxyphenyl)-propionic acid methyl ester (69955-04-0) → 2-amino-2-fluoromethyl-3-(4-hydroxyphenyl)-propionic acid,methyl ester (81363-78-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) i-Pr₂NLi / 1.) THF, HMPA, heptane, PhEt, -78 deg C, 30 min, 2.) r.t., overnight

2: 2N aq. HCl / diethyl ether / 3 h / Ambient temperature

With hydrogenchloride; lithium diisopropyl amide; In diethyl ether;

DOI:10.1016/S0022-1139(00)80476-5

upstream raw materials:

methyl-α-fluoromethyl-N-benzylidene-p-tyrosinate

2-benzylideneamino-3-(4-hydroxyphenyl)-propionic acid methyl ester

tyrosine methyl ester hydrochloride

α-fluoromethyl-p-tyrosine

Downstream raw materials:

α-fluoromethyl-p-tyrosine