159721-22-9

Basic information

• Product Name: N-BENZYLALANINE METHYL ESTER
• Synonyms: Alanine,N-(phenylmethyl)-, methyl ester
• CAS NO: 159721-22-9
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.24
• Mol File: 159721-22-9.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-BENZYLALANINE METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYLALANINE METHYL ESTER(159721-22-9)
• EPA Substance Registry System: N-BENZYLALANINE METHYL ESTER(159721-22-9)

Safety Data

• Hazardous Substances Data: 159721-22-9(Hazardous Substances Data)

Usage

General Description

N-Benzylalanine methyl ester is a chemical compound that consists of a benzyl group attached to the alpha carbon of alanine, with a methyl ester functional group attached to its carboxylic acid moiety. N-BENZYLALANINE METHYL ESTER is used in organic synthesis as a precursor for various pharmaceuticals, including antihypertensive and antitumor drugs. It is also employed as a building block for the production of peptides and as a chiral auxiliary in asymmetric synthesis. The presence of the benzyl group provides increased steric hindrance and stability to the compound, making it a valuable intermediate in the synthesis of complex organic molecules.

Upstream product

• 7625-53-8 rac-Ala-OMe 
• 100-52-7 benzaldehyde 
• 40216-71-5 methyl 2-(benzylideneamino)propanoate 
• 13515-97-4 methyl 2-aminopropanoate monohydrochloride 
• 600-22-6 pyruvic acid methyl ester 
• 100-46-9 benzylamine 
• 5445-17-0 Methyl 2-bromopropionate 

Downstream Products

• 860426-55-7 {[benzyl-(1-methoxycarbonyl-ethyl)-amino]-methylene}-succinic acid dimethyl ester 
• 597558-90-2 methyl N-benzyl-N-(3-formyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)alaninate 
• 207916-75-4 3-benzyl-4-methyl-5-methoxy-2(3H)-oxazolone 
• 7585-47-9 N-benzylalanine 
• 1236228-87-7 methyl ester of (R/S)-N-benzyl-N-chloroacetyl alanine 
• 168292-71-5 methyl 2-(benzyl(methyl)amino)propanoate 
• 1470025-89-8 2-(benzylamino)-N-mesitylpropanamide 

Relevant articles and documents

ANTIVIRAL COMPOUNDS

The present invention relates to novel compounds of general formula (I) wherein the groups X, and R1 to R4 have the meanings given in the description and claims, process for preparing these compounds and their use as for treating, preventing or ameliorating viral infections and their use for treating, preventing or ameliorating diseases which are associated with PLA2G16.

Synthesis of aromatic α-aminoesters: Palladium-catalyzed long-range arylation of primary Csp3-H bonds

Remote control: The title reaction for β-Iζ arylation of α-amino esters with aryl bromides is described. This reaction, which occurs selectively at the terminal position of linear alkyl chains, gives rise to synthetically useful (hetero)arylalanines and homologues after debenzylation (see scheme). Copyright

Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures

Sodium triacetoxyborohydride is presented as a general reducing agent for the reductive amination of aldehydes and ketones. Procedures for using this mild and selective reagent have been developed for a wide variety of substrates. The scope of the reaction includes aliphatic acyclic and cyclic ketones, aliphatic and aromatic aldehydes, and primary and secondary amines including a variety of weakly basic and nonbasic amines. Limitations include reactions with aromatic and unsaturated ketones and some sterically hindered ketones and amines. 1,2-Dichloroethane (DCE) is the preferred reaction solvent, but reactions can also be carried out in tetrahydrofuran (THF) and occasionally in acetonitrile. Acetic acid may be used as catalyst with ketone reactions, but it is generally not needed with aldehydes. The procedure is carried out effectively in the presence of acid sensitive functional groups such as acetals and ketals; it can also be carried out in the presence of reducible functional groups such as C-C multiple bonds and cyano and nitro groups. Reactions are generally faster in DCE than in THF, and in both solvents, reactions are faster in the presence of AcOH. In comparison with other reductive amination procedures such as NaBH3CN/MeOH, borane-pyridine, and catalytic hydrogenation, NaBH(OAc)3 gave consistently higher yields and fewer side products. In the reductive amination of some aldehydes with primary amines where dialkylation is a problem we adopted a stepwise procedure involving imine formation in MeOH followed by reduction with NaBH4.