100896-07-9

Basic information

• Product Name: (R)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID
• Synonyms: (R)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID;(R)-2-AMINO-2-(NAPHTHALEN-4-YL)ACETIC ACID;(2R)-2-amino-2-naphthalen-1-ylacetic acid
• CAS NO: 100896-07-9
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.22
• Product Categories: pharmacetical
• Mol File: 100896-07-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 398 °C at 760 mmHg
• Flash Point: 194.5 °C
• Appearance: /
• Density: 1.294 g/cm³
• Storage Temp.: 2-8°C
• PKA: 1.94±0.30(Predicted)
• CAS DataBase Reference: (R)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID(100896-07-9)
• EPA Substance Registry System: (R)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID(100896-07-9)

Safety Data

• Hazardous Substances Data: 100896-07-9(Hazardous Substances Data)

Usage

General Description

(R)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID is a chemical compound with a molecular formula of C12H11NO3. It is a derivative of naphthalene and has a chiral center, meaning it can exist as two enantiomers. The compound is used in the synthesis of various pharmaceuticals, particularly as a key intermediate in the production of non-steroidal anti-inflammatory drugs (NSAIDs) such as naproxen. (R)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID has anti-inflammatory and analgesic properties, and its uses extend beyond pharmaceuticals to include applications in research and chemical synthesis.

Upstream product

• 144744-37-6 (3R,5S,6R)-2,3,5,6-Tetrahydro-3-(1-naphthyl)-5,6-diphenyl-1,4-oxazin-2-one 
• 529489-01-8 (R)-1-naphthylglycine amide 
• 66-77-3 1-naphthaldehyde 
• 113543-62-7 (+/-)-α-Amino-1-naphthaleneacetonitrile 
• 248937-28-2 (R,S)-2-[(2-hydroxy-1-phenylethyl)amino]-2-(1-naphthyl)ethanenitrile 
• 145057-98-3 (S)-2-<(R)-2-hydroxy-1-phenylethylamino>-2-(1-naphthyl)ethanoic acid 
• 145057-90-5 (R,S)-2-<(2-hydroxy-1-phenylethyl)amino>-2-(1-naphthyl)ethanenitrile 
• 145058-06-6 methyl (S)-2-<(R)-2-hydroxy-1-phenylethylamino>-2-(1-naphthyl)ethanoate 
• 127358-18-3 (3R,5R,6S)-5,6-Diphenyl-3-(1'-naphthyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 127358-11-6 (3R,5R,6S)-4-(tert-Butoxycarbonyl)-5,6-diphenyl-3-(1'-naphthyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 

Downstream Products

• 127358-21-8 N-(Benzyloxycarbonyl)-D-naphthylglycine 
• 160289-70-3 (R)-(1-naphthyl)-glycyl-(R)-phenylglycine 

Relevant articles and documents

An efficient synthesis of 1-naphthylbis(oxazoline) and exploration of the scope in asymmetric catalysis

Both enantiomers of 1-naphthylglycine were obtained in 99% ee by enzymatic resolution of the corresponding racemic amino acid amide, giving access to the novel ligands (R)- and (S)-naphthylbis(oxazoline). Initial studies provided insight into the scope an

An Efficient and Practical Synthesis of L-α-Amino Acids Using (R)-Phenylglycinol as a Chiral Auxiliary

L-α-Amino acids including L-α-arylglycines were conveniently and stereoselectively synthesized via the α-amino carbonitriles given by the Strecker reaction of (R)-2-amino-2-phenylethanol with aldehydes and hydrogen cyanide.The stereoselectivity of these α-amino carbonitriles was thermodynamically controlled.

Asymmetric synthesis of arylglycines

The asymmetric synthesis of several arylglycines are reported. The methodology deployed involves either cuprate or Friedel - Crafts couplings to chiral bromoglycinates. The % ee's range from 82 to 94%. Both an oxidative and reductive protocol are employed to unmask the oxazinone chiral auxilliary providing the free α-amino acids.