L-Phenylalanine, N-(diphenylmethylene)-, 1-methylethyl ester

Base Information

• Chemical Name: L-Phenylalanine, N-(diphenylmethylene)-, 1-methylethyl ester
• CAS No.: 138892-11-2
• Molecular Formula: C25H25NO2
• Molecular Weight: 371.479
• Mol file: 138892-11-2.mol

Synonyms:

Chemical Property of L-Phenylalanine, N-(diphenylmethylene)-, 1-methylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Phenylalanine, N-(diphenylmethylene)-, 1-methylethyl ester

There total 6 articles about L-Phenylalanine, N-(diphenylmethylene)-, 1-methylethyl 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:

benzyl bromide (100-39-0) + N-(diphenylmethylidene)glycine isopropyl ester (119244-11-0) → isopropyl (S)-2-[(diphenylmethylidene)amino]-3-phenylpropanoate (138892-11-2) + isopropyl (R)-2-[(diphenylmethylidene)amino]-3-phenylpropanoate

Guidance literature:

With sodium hydroxide; polystyrene-supported ammonium salt from cinchonidine; In toluene; at 0 ℃; for 17h; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(00)00317-7

Reference yield:

Benzophenone imine (1013-88-3) → isopropyl (S)-2-[(diphenylmethylidene)amino]-3-phenylpropanoate (138892-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / thionyl chloride

2: N-[3,5-di(benzyloxy)benzyl]cinchonidinium bromide; 50 percent aq. KOH / toluene; CHCl₃ / 7 h / -40 °C

With potassium hydroxide; thionyl chloride; N-[3,5-bis(benzyloxy)benzyl]cinchonidinium bromide; In chloroform; toluene;

DOI:10.1016/S0957-4166(02)00611-0

Reference yield:

glycine isopropyl ester (13048-66-3) → isopropyl (S)-2-[(diphenylmethylidene)amino]-3-phenylpropanoate (138892-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 9,10-bis(9-OH-cinchonidin-1-iomethyl)anthracene 2Cl^(1-); 50 percent KOH / toluene; CHCl₃; H₂O / 9 h / -20 °C

With potassium hydroxide; 9,10-bis(9-OH-cinchonidin-1-iomethyl)anthracene 2Cl^(1-); In chloroform; water; toluene;

DOI:10.1016/S0957-4166(02)00211-2

upstream raw materials:

2-iodo-propane

methyl (S)-2-(diphenylmethylideneamino)-3-phenylpropanoate

benzyl bromide

N-(diphenylmethylidene)glycine isopropyl ester