29738-09-8

Basic information

• Product Name: Benzeneacetic acid, alpha-amino-alpha-methyl-, (alphaR)- (9CI)
• Synonyms: Benzeneacetic acid, alpha-amino-alpha-methyl-, (alphaR)- (9CI);(R)-2Methyl-2-phenyl glycine;Benzeneacetic acid, α-amino-α-methyl-, (αR)-
• CAS NO: 29738-09-8
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.18914
• Product Categories: GLYCINESCAFFOLD
• Mol File: 29738-09-8.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzeneacetic acid, alpha-amino-alpha-methyl-, (alphaR)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetic acid, alpha-amino-alpha-methyl-, (alphaR)- (9CI)(29738-09-8)
• EPA Substance Registry System: Benzeneacetic acid, alpha-amino-alpha-methyl-, (alphaR)- (9CI)(29738-09-8)

Safety Data

• Hazardous Substances Data: 29738-09-8(Hazardous Substances Data)

Usage

General Description

Benzeneacetic acid, alpha-amino-alpha-methyl-, (alphaR)- (9CI) is a chemical compound with the molecular formula C9H11NO2. It is a derivative of acetic acid and is commonly known as phenylacetylcarbinol. This chemical is an organic compound with a chiral center and is commonly used in the production of pharmaceuticals and as a precursor in the synthesis of other organic compounds. It is known for its use as a chiral auxiliary in asymmetric synthesis and as a reagent in the preparation of amine derivatives. Additionally, it has been studied for its potential pharmacological properties and is used in the research and development of various drug compounds.

Upstream product

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Downstream Products

• 746637-52-5 (R)-N²-<(benzyloxy)carbonyl>-2-methyl-2-phenylglycine 
• 746637-54-7 2-benzyloxy-4-methyl-4-phenyl-4H-oxazol-5-one 
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• 746637-65-0 C₃₄H₃₂N₂O₇ 
• 1117977-29-3 C₂₄H₁₉Cl₄NO₅ 
• 711015-17-7 Cbz-D-(α-Me)Phg-NH-t-Bu 
• 515-30-0 2-phenyllactic acid 
• 360566-30-9 (R)-2-Amino-2-phenyl-propionic acid methyl ester 
• 191422-05-6 (S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid tert-butyl ester 
• 191422-06-7 (S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid 

Relevant articles and documents

α-Methyl phenylglycines by asymmetric α-arylation of alanine and their effect on the conformational preference of helical Aib foldamers

α-Arylated alanine derivatives were made enantioselectively by migratory rearrangement of a urea derivative using (R,R)-pseudoephedrine as a chiral auxiliary. Incorporation of a single residue of the product α-methyl phenylglycine into an otherwise achiral oligomer of aminoisobutyric acid oligomer induced a preferred screw sense, detectable by a NMR reporter located at the remote terminus of the oligomer. The magnitude of the screw sense induction was greater when the chiral residue was located at the N-terminus of the foldamer, and in some cases the sense of induction was opposite to that of related α-methylated amino acids with α-substituents other than aryl.

Enantioselective Synthesis of α-Quaternary Amino Acids by Alkylation of Deprotonated α-Aminonitriles

A series of α-quaternary arylglycines were prepared in high optical purity (up to 98% ee) by α-alkylation of deprotonated α-aminonitriles derived by the Strecker reaction from (4S,5S)-5-amino-2,2-dimethyl-4-phenyl-1,3-dioxane. The procedure includes only chromatographic purification of the final products and is devoid of chromatography or crystallization operations on intermediates to raise the optical purity.

Nitrilases, nucleic acids encoding them and methods for making and using them

The invention relates to nitrilases and to nucleic acids encoding the nitrilases. In addition methods of designing new nitrilases and method of use thereof are also provided. The nitrilases have increased activity and stability at increased pH and temperature.