Side chain substitution reaction of 2-arylsulfinyl and 2-arylsulfonyl intermediates for 1β-methylcarbapenems

Tetrahedron Letters

Volumn 38, Issue 32, 1997, Pages 5687-5690

  Oda, Kozo ^a   Yoshida, Akira ^a  

^a DAIICHI SANKYO CO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBAPENEM DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030878821     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01239-2     Document Type: Article

References (12)

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4. Oda, K.; Yoshida, A. being submitted
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9. 2O promoted reaction between sulfoxide 5 and 2-(diethylaminocarbonyl)benzenethiol 11 which would arise from sulfenic acid 10 via reduction by the substrate mercaptan. (matrix presented)
10. 4, then concentrated. The oily residue was purified by silica gel flush column chromatography to give 4 (63 mg, 19 %) as a colorless crystalline solid from the less polar fraction (EtOAc/hexane = 1/1) and 8a (264 mg, 74 %) as a pale yellow foam from the more polar fraction (EtOAc/hexane = 3/2).
11. Seki, M.; Kondo, K.; Kuroda, T.; Yamanaka, T.; Iwasaki, T. Synlett 1995, 609-611.
12. Sunagawa, M.; Matsumura, H.; Inoue, T.; Fukasawa, M.; Kato, M. J. Antibiotics 1990, 43, 519-532.