5691-27-0

Basic information

• Product Name: 4,5-BENZO-CIS-7-AZABICYCLO[4.2.0]OCTAN-8-ONE
• Synonyms: 4,5-BENZO-CIS-7-AZABICYCLO[4.2.0]OCTAN-8-ONE
• CAS NO: 5691-27-0
• Molecular Formula: C11H13NO
• Molecular Weight: 173.21
• Mol File: 5691-27-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 399.2°C at 760 mmHg
• Flash Point: 235.2°C
• Appearance: /
• Density: 1.192g/cm³
• Vapor Pressure: 1.39E-06mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: 4,5-BENZO-CIS-7-AZABICYCLO[4.2.0]OCTAN-8-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-BENZO-CIS-7-AZABICYCLO[4.2.0]OCTAN-8-ONE(5691-27-0)
• EPA Substance Registry System: 4,5-BENZO-CIS-7-AZABICYCLO[4.2.0]OCTAN-8-ONE(5691-27-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 5691-27-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H11NO/c13-11-9-6-5-7-3-1-2-4-8(7)10(9)12-11/h1-4,9-10H,5-6H2,(H,12,13)/t9-,10+/m1/s1

Upstream product

• 1346004-43-0 ethyl 4-(2-formylphenyl)butanoate 
• 1346004-18-9 (S,E)-ethyl 4-(2-((1-(4-methoxyphenyl)ethylimino)methyl)phenyl)butanoate 
• 1346004-52-1 (2aR,8bR)-1-((S)-1-(4-methoxyphenyl)ethyl)-1,3,4,8b-tetrahydronaphtho[1,2-b]azet-2(2aH)-one 
• 6630-33-7 ortho-bromobenzaldehyde 
• 23357-46-2 (R)-1,2,3,4-Tetrahydro-1-naphthylamine 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 447-53-0 1,2-Dihydronaphthalene 

Downstream Products

• 874292-66-7 (1S,6S)-4,5-benzo-7-azabicyclo[4.2.0]octan-8-one 
• 874292-65-6 (2aR,8bR)-1,3,4,8b-tetrahydronaphtho[1,2-b]azet-2(2aH)-one 
• 888323-75-9 (1R,2R)-1-amino-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid hydrochloride 

Relevant articles and documents

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.

Comparison of separation performances of amylose- and cellulose-based stationary phases in the high-performance liquid chromatographic enantioseparation of stereoisomers of β-lactams

High-performance liquid chromatographic methods were developed for the separation of the enantiomers of 19 β-lactams. The direct separations were performed on chiral stationary phases containing either amylose-tris-3,5- dimethylphenyl carbamate, (Kromasil

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.