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Volumn , Issue 8, 2007, Pages 1243-1246

Approach to substituted methylcarbapenems and benzocarbacephems by radical cyclization using Cp2TiCl

Author keywords

Benzocarbacephem antibiotics; Lactams; Methylcarbapenem; Radical cyclization; Titanocene chloride

Indexed keywords

4 (1 METHYL 2 PHENYLOXIRANYL) BETA LACTAM DERIVATIVE; BENZALDEHYDE; BENZOCARBACEPHEM DERIVATIVE; BETA HYDROXY BETA PHENYLKETONE DERIVATIVE; BETA LACTAM DERIVATIVE; CARBAPENEM DERIVATIVE; KETONE DERIVATIVE; METHYLCARBAPENEM DERIVATIVE; NITRILE; UNCLASSIFIED DRUG;

EID: 34249779836     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-980336     Document Type: Article
Times cited : (18)

References (26)
  • 19
    • 34249815935 scopus 로고    scopus 로고
    • 10b This will be described elsewhere. (Chemical Equation Presented)
    • 10b This will be described elsewhere. (Chemical Equation Presented)
  • 20
    • 34249808005 scopus 로고    scopus 로고
    • 4) and concentrated in vacuo. The crude material obtained was purified by column chromatography on silica gel.
    • 4) and concentrated in vacuo. The crude material obtained was purified by column chromatography on silica gel.
  • 21
    • 34249823156 scopus 로고    scopus 로고
    • All these compounds are racemic mixtures but only one stereoisomer is depicted for simplicity. The C3, C4- or C5-configuration for bi- or tricyclic β-lactams is based on spectroscopic data and the configuration proposed for the starting material. This will be described elsewhere. Selected Data for Cyclization Products Carbapenem 2: Rf= 0.50 (7:3 benzene-EtOAc, IR (neat, v, 3500, 1774, 1755 cm -1. 1H NMR (400 MHz, CDC13, δ= 1.12(3 H, s, 1.53 (3 H, s, 1.21 (3 H, d, J, 7.1 Hz, 2.73 (1 H, dq, J, 7.1, 8.7 Hz, 3.52 (3 H, s, 3.62(1 H, dd, J, 4.0, 8.7 Hz, 4.68(1 H, d, J, 4.0 Hz, 13C NMR 100 MHz, CDCl3, δ, 12.5, 21.0, 23.4, 41.0, 58.9, 59.1, 64.4, 83.4, 170.9, 218.0. HRMS-FAB: m/z calcd for C10H15NO3Na [M, 23, 220.0944; found: 220.0949. Benzocarbacephem 5: Rf
    • + + 23]: 250.1055; found: 250.1050.
  • 22
    • 34249827061 scopus 로고    scopus 로고
    • Conformational minima derived from analysis with CS Chem3D Pro 5.0(1999) software (CambridgeSoft Co. Cambridge, MA) using MM2 calculations.
    • Conformational minima derived from analysis with CS Chem3D Pro 5.0(1999) software (CambridgeSoft Co. Cambridge, MA) using MM2 calculations.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.