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Volumn 47, Issue 32, 2006, Pages 5665-5667

New isomers of 4,1-benzothiazepines. The first evidence for the desmotropy of seven-membered heterocycles

Author keywords

Lactam; 4,1 Benzothiazepine; Desmotropy; Ring transformation

Indexed keywords

ALCOHOL; BENZOTHIAZEPINE DERIVATIVE; BENZOTHIAZINE DERIVATIVE; HETEROCYCLIC COMPOUND; SODIUM DERIVATIVE;

EID: 33745905934     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.06.018     Document Type: Article
Times cited : (27)

References (29)
  • 15
    • 33745891378 scopus 로고    scopus 로고
    • Csomós, P.; Fodor, L.; Sinkkonen, J.; Pihlaja, K.; Bernáth, G., unpublished results.
  • 16
    • 33745911774 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum of the crude product revealed a 3:1 mixture of 4 and 5. The residue was subjected to column chromatography [Merck Silica gel 60 (0.063-0.100)] using n-hexane-ethyl acetate 9:1, followed by n-hexane-ethyl acetate 4:1 as eluent. In the initial fractions, 4 was obtained (122 mg, after trituration with n-hexane, as a pale-yellow crystalline powder, mp 114-115 °C, yield 59%); this was followed by mixed fractions, and then by 5 (29 mg, after trituration with n-hexane, as a white crystalline powder, mp 127-133 °C, yield 14%).
  • 24
    • 33745892261 scopus 로고    scopus 로고
    • note
    • 15N HMBC spectra; their accuracy was approximately ±1 ppm. All spectra were measured by using the standard pulse programs installed by Bruker.
  • 25
    • 33745920649 scopus 로고    scopus 로고
    • note
    • 3): -51.4 (N-1).
  • 26
    • 33745899185 scopus 로고    scopus 로고
    • note
    • 3): -258.5 (N-1).
  • 27
    • 33745907123 scopus 로고    scopus 로고
    • note
    • Electron ionization mass spectra experimental. The 70 eV low-resolution spectra were recorded on a VG ZABSpec instrument equipped with an OPUS V3.3 data system. The samples were introduced through a solid-inlet system without heating the probe. The accelerating voltage was 8 kV, the temperature of the source was 433 K, and the trap current was 200 μA. The accurate mass measurements were performed by voltage scanning at a resolution of 6000-10,000, using perfluorokerosene as reference compound.
  • 28
    • 33745904032 scopus 로고    scopus 로고
    • note
    • +: 77(6).
  • 29
    • 33745907695 scopus 로고    scopus 로고
    • note
    • +: 77(7).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.