57224-51-8

Basic information

• Product Name: N-Benzoyl-2-methylalanine
• Synonyms: N-Benzoyl-2-methylalanine;alanine, N-benzoyl-2-methyl-;2-(benzoylamino)-2-methylpropanoic acid;2-(benzoylamino)-2-methyl-propanoic acid;2-methyl-2-(phenylcarbonylamino)propanoic acid;2-methyl-2-[(oxo-phenylmethyl)amino]propanoic acid
• CAS NO: 57224-51-8
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.22582
• Mol File: 57224-51-8.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 446.2°Cat760mmHg
• Flash Point: 223.6°C
• Appearance: /
• Density: 1.191g/cm³
• Vapor Pressure: 9.6E-09mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: N-Benzoyl-2-methylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzoyl-2-methylalanine(57224-51-8)
• EPA Substance Registry System: N-Benzoyl-2-methylalanine(57224-51-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 57224-51-8(Hazardous Substances Data)

Usage

General Description

N-Benzoyl-2-methylalanine, also known as N-α-benzoyl-2-methyl-L-alanine or NBMA, is a chemical compound that is commonly used in the field of peptide synthesis and drug development. It is a derivative of the amino acid alanine, with a benzoyl group attached to the alpha carbon and a methyl group attached to the beta carbon. NBMA is often used as a building block in the synthesis of peptide and protein molecules due to its ability to form stable amide bonds. It is also being studied for its potential pharmacological properties, including its role as an inhibitor of metalloproteinases and its potential anti-inflammatory and anti-cancer effects. Overall, N-Benzoyl-2-methylalanine is a versatile and important chemical compound with many potential applications in the fields of chemistry and medicine.

InChI:InChI=1/C11H13NO3/c1-11(2,10(14)15)12-9(13)8-6-4-3-5-7-8/h3-7H,1-2H3,(H,12,13)(H,14,15)

Upstream product

• 582-61-6 benzoyl azide 
• 65-85-0 benzoic acid 
• 658044-02-1 N-benzoyl-N-(4-methoxybenzyl)-α,α-dimethylglycine cyclohexylamide 
• 658044-00-9 N-benzoyl-N-(4-methoxybenzyl)-α,α-dimethylglycine 4-methoxybenzyl amide 
• 54930-66-4 N-<1-(N,N-Dimethylcarbamoyl)-1-methylethyl>benzamid 
• 35017-00-6 N-(2-methyl-1-oxopropan-2-yl)benzamide 
• 98-88-4 benzoyl chloride 
• 62-57-7 2-Aminoisobutyric acid 
• 54016-31-8 α-Benzamino-isobuttersaeure-nitril 
• 38584-22-4 5-methoxy-4,4-dimethyl-2-phenyl-4,5-dihydro-oxazole 

Downstream Products

• 77919-05-2 2-Benzoylamino-2-methyl-propionsaeureaethylester 
• 65563-98-6 2-benzoylamino-2-methyl-propionic acid methyl ester 
• 55-21-0 benzamide 
• 1192017-88-1 N-[3-(2,4-dichloro-phenyl)-1,1-dimethyl-2-oxo-propyl]-benzamide 
• 1192017-87-0 N-(1-(methoxy(methyl)amino)-2-methyl-1-oxopropan-2-yl)benzamide 
• 208121-81-7 2-(2-methoxybenzoyl)-amino-2-methylpropionic acid 

Relevant articles and documents

Cu(II)-promoted oxidative C-N bond cleavage of N-benzoylamino acids to primary aryl amides

A novel protocol for CuCl2-promoted oxidative C-N bond cleavage of N-benzoyl amino acids was developed. It is the first example of using accessible amino acid as an ammonia synthetic equivalent for the synthesis of primary aryl amides via CuCl2-promoted oxidative C-N bond cleavage reaction. The present protocol shows excellent functional group tolerance and provides an alternative method for the synthetic of primary aryl amides in 84-96% yields.

Cu(II)-catalyzed decarboxylation/elimination of N-arylsulfonyl amino acids to primary aryl sulfonamides

A novel protocol for CuO-catalyzed decarboxylation/elimination of N-arylsulfonyl amino acids was developed. It is the first example of using an accessible amino acid as an ammonia synthetic equivalent for the synthesis of primary aryl sulfonamides via oxidative decarboxylation/elimination reactions. The present protocol shows excellent functional group tolerance and provides an efficient method for the synthesis of primary aryl sulfonamides in excellent yields.

Solid-phase de novo synthesis of a (±)-2-deoxy-glycoside

The solid-phase synthesis of methyl 2-deoxy-3-O-benzyl-d,l-arabino-hexopyranoside was achieved in a six-step sequence via a de novo strategy based on the hetero-Diels-Alder reaction of a vinyl ether supported on an azalactone-functionalized polystyrene re