69516-03-6

Basic information

• Product Name: (S)-(-)-N-(2-Ethyl-6-methyl-phenyl)-alaninmethylester
• CAS NO: 69516-03-6
• Molecular Weight: 221.299
• Mol File: 69516-03-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (S)-(-)-N-(2-Ethyl-6-methyl-phenyl)-alaninmethylester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-N-(2-Ethyl-6-methyl-phenyl)-alaninmethylester(69516-03-6)
• EPA Substance Registry System: (S)-(-)-N-(2-Ethyl-6-methyl-phenyl)-alaninmethylester(69516-03-6)

Safety Data

• Hazardous Substances Data: 69516-03-6(Hazardous Substances Data)

Upstream product

• 69516-03-6 N-(1'-methoxy-carbonyl-ethyl)-2-methyl-6-ethyl-aniline 
• 24549-06-2 6-ethyl-o-toluidine 
• 67-56-1 methanol 
• 82508-03-0 (S)-(-)-N-(2-Ethyl-6-methyl-phenyl)-alanin 
• 5445-17-0 Methyl 2-bromopropionate 

Downstream Products

• 57837-26-0 2-[(2-Ethoxy-acetyl)-(2-ethyl-6-methyl-phenyl)-amino]-propionic acid methyl ester 
• 68483-03-4 2-[(2-Ethyl-6-methyl-phenyl)-(3-methoxy-propionyl)-amino]-propionic acid methyl ester 
• 58234-29-0 2-[(2-Ethyl-butyryl)-(2-ethyl-6-methyl-phenyl)-amino]-propionic acid methyl ester 
• 58234-20-1 2-[(2-Ethyl-6-methyl-phenyl)-isobutyryl-amino]-propionic acid methyl ester 
• 58234-89-2 2-[Cyclohexanecarbonyl-(2-ethyl-6-methyl-phenyl)-amino]-propionic acid methyl ester 
• 68524-40-3 2-[(3-Ethoxy-propionyl)-(2-ethyl-6-methyl-phenyl)-amino]-propionic acid methyl ester 
• 82508-05-2 (R)-(+)-N-(2-Ethyl-6-methyl-phenyl)-alanin 
• 82508-03-0 (S)-(-)-N-(2-Ethyl-6-methyl-phenyl)-alanin 
• 75386-37-7 (R)-(+)-N-(2-Ethyl-6-methyl-phenyl)-alaninmethylester 
• 87392-11-8 (aRS,1'S)-(+)-N-(1'-Methyl-2'-hydroxyethyl)-N-chloracetyl-2-ethyl-6-methylanilin 
• 87392-12-9 (S)-metolachlor 

Relevant articles and documents

Chemoenzymatic synthesis of the chiral herbicide: (S)-metolachlor

A chemoenzymatic approach for the production of (5)-metolachlor, one of the most widely used herbicides, has been developed. The starting material (S)-N-(2-ethyl-6-methylphenyl)alanine was obtained by the use of lipase-catalyzed hydrolytic kinetic resolution. Under the optimal conditions, the good activity and excellent enantioselectivity of lipase B from Candida antarctica (CAL-B, E > 100) are achieved in diethyl ether - water (15% v/v), which is about 9.7-fold more enantioselective than that in a pure buffered aqueous solution (E = 12.1). After a simple extraction procedure is used to separate the acid product from the remaining ester, the remaining ester is racemized, providing the basis for the continuous resolution process. Then (S)-metolachlor is synthesized by a simple chemical method using the enantiomerically pure (S)-acid.

Optically active N-(1'-methyl-2'-methoxyethyl)-N-chloroacetyl-2-ethyl-6-methylaniline as herbicide

The optically active mixture of isomers of aRS,1'S(-)-N-(1'-methyl-2'-methoxyethyl)-N-chloroacetyl-2-ethyl-6-methylaniline has improved action against problem weeds over the racemic mixture of isomers known as "Metolachlor".