888323-71-5

Usage

Uses

Used in Pharmaceutical Industry:
(1R,2R)-1-AMINO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLIC ACID is used as a key intermediate in the development of new drugs, leveraging its unique stereochemistry and functional groups to create molecules with specific therapeutic effects.
Used in Organic Synthesis:
In the field of organic synthesis, (1R,2R)-1-AMINO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLIC ACID serves as a valuable building block. Its naphthalene core and carboxylic acid functionality make it a versatile component for constructing a variety of complex organic compounds with diverse applications.

InChI:InChI=1/C11H13NO2/c12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h1-4,9-10H,5-6,12H2,(H,13,14)/t9-,10+/m1/s1

Upstream product

• 5691-27-0 cis-4,5-benzo-7-azabicyclo[4.2.0]octan-8-one 
• 447-53-0 1,2-Dihydronaphthalene 

Downstream Products

• 888323-75-9 C₁₁H₁₃NO₂*HCl 

Relevant academic research and scientific papers

Vapour-assisted enzymatic hydrolysis of β-lactams in a solvent-free system

A new, solvent-free, vapour-assisted method, developed for the synthesis of carbocyclic cis β-amino acid enantiomers through the Candida antarctica lipase B-catalysed enantioselective (E >200) hydrolysis of β-lactams with 0.5 equiv of H2O at 70 °C, has been demonstrated to be applicable on a preparative scale to produce (±)-2 (the starting racemate for cispentacin), (±)-3 (the starting racemate for 4-tert-butylcispentacin, a new cispentacin analogue) and (±)-7 (the starting racemate for 1,4-ethylene-bridged cispentacin).

An efficient enzymatic synthesis of benzocispentacin and its new six- and seven-membered homologues

A very efficient enzymatic method was developed for the synthesis of new enantiomeric benzocispentacin and its six- and seven-membered homologues through the Lipolase (lipase B from Candida antarctica) catalyzed enantioselective (E > 200) ring opening of 3,4-benzo-6-azabicyclo[3.2.0]heptan-7-one, 4,5-benzo-7-azabicyclo[4.2.0]octan-8-one, and 5,6-benzo-8-azabicyclo[5.2.0] nonan-9-one with H2O in iPr2O at 60°C. The (1R,2R)-β-amino acids (ee ≥ 96%, yields ≥ 40%) and (1S,6S)-, (1S,7S)-, and (1S,8S)-β-lactams (ee > 99%, yields ≥ 44%) produced could be easily separated. The ring opening of racemic and enantiomeric β-lactams with 18% HCl afforded the corresponding β-amino acid hydrochlorides.