888323-75-9

Usage

Uses

Used in Pharmaceutical Synthesis:
(1S,2S)-1-AMINO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLIC ACID HYDROCHLORIDE is used as a building block in the synthesis of various pharmaceutical drugs. Its unique chemical structure allows it to be a key component in the development of new drugs with potential therapeutic applications.
Used in Medicinal Chemistry Research:
(1S,2S)-1-AMINO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLIC ACID HYDROCHLORIDE is used as a research tool in medicinal chemistry to study its potential anti-inflammatory, antiviral, and antitumor properties. Its unique chemical properties make it a promising candidate for further investigation and development in the field of drug discovery.
Used in Drug Development:
(1S,2S)-1-AMINO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLIC ACID HYDROCHLORIDE is used in the development of new drugs with potential therapeutic applications. Its improved solubility and stability in the hydrochloride salt form make it an attractive candidate for pharmaceutical formulations and drug delivery systems.

InChI:InChI=1/C11H13NO2.ClH/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);1H/t9-,10+;/m0./s1

Upstream product

• 874292-65-6 (2aR,8bR)-1,3,4,8b-tetrahydronaphtho[1,2-b]azet-2(2aH)-one 
• 5691-27-0 cis-4,5-benzo-7-azabicyclo[4.2.0]octan-8-one 
• 874292-66-7 (1S,6S)-4,5-benzo-7-azabicyclo[4.2.0]octan-8-one 
• 447-53-0 1,2-Dihydronaphthalene 
• 888323-71-5 C₁₁H₁₃NO₂ 
• 23357-46-2 (R)-1,2,3,4-Tetrahydro-1-naphthylamine 

Relevant academic research and scientific papers

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.

Synthesis of β-Lactams by Palladium(0)-Catalyzed C(sp3)?H Carbamoylation

A general and user-friendly synthesis of β-lactams is reported that makes use of Pd0-catalyzed carbamoylation of C(sp3)?H bonds, and operates under stoichiometric carbon monoxide in a two-chamber reactor. This reaction is compatible with a range of primary, secondary and activated tertiary C?H bonds, in contrast to previous methods based on C(sp3)?H activation. In addition, the feasibility of an enantioselective version using a chiral phosphonite ligand is demonstrated. Finally, this method can be employed to synthesize valuable enantiopure free β-lactams and β-amino acids.