126771-32-2

Basic information

• Product Name: Alanine, N-benzoyl-, 1-methylethyl ester
• CAS NO: 126771-32-2
• Molecular Formula: C13H17NO3
• Molecular Weight: 235.283
• Mol File: 126771-32-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Alanine, N-benzoyl-, 1-methylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Alanine, N-benzoyl-, 1-methylethyl ester(126771-32-2)
• EPA Substance Registry System: Alanine, N-benzoyl-, 1-methylethyl ester(126771-32-2)

Safety Data

• Hazardous Substances Data: 126771-32-2(Hazardous Substances Data)

Upstream product

• 67-63-0 isopropyl alcohol 
• 51127-13-0 2-phenyl-4-methyl-4H-oxazolin-5-one 

Relevant articles and documents

Dynamic Kinetic Resolution of Azlactones by a Chiral N, N-Dimethyl-4-aminopyridine Derivative Containing a 1,1′-Binaphthyl Unit: Importance of Amide Groups

A dynamic kinetic resolution (DKR) of azlactones in the presence of benzoic acid and a binaphthyl-based N,N-4-dimethylaminopyridine (DMAP) derivative 1i having two amide groups at the 3,3′-positions of a binaphthyl unit is developed. The reaction proceeded smoothly with a wide range of azlactones to provide α-amino acid derivatives with good to high enantiomeric ratios (er's). A multigram-scale reaction (2.5 g) for the DKR of azlactone 2d was also demonstrated, and the resulting product was converted to unnatural α-amino acid 6d′.

Hydro-de-phosphoniation of 4-substituted-4-triphenylphosphonio-5(4H)-oxazolones with alcohols

4-Substituted-4-triphenylphosphonio-5(4H)-oxazolones with a bulky alkyl substituent at the position 4 treated with MeOH in the presence of DBU (1,8-diazobicyclo[5.4.0]undec-7-ene) at room temperature give corresponding N-acyl-α-amino acid esters. In the case of a smaller substituent at the position 4 (Me, MeOCH2), the triphenylphosphonium group was competitively displaced by the methoxy group. The latter reaction can be avoided by carrying out hydro-de-phosphoniation in CH2Cl2 in the presence of only 150% excess of i-PrOH at 50°C in the absence of DBU. Possible mechanisms of hydro-de-phosphoniation are discussed.