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Volumn 49, Issue 10, 2008, Pages 1694-1697

Hydrazine sulphate: a cheap and efficient catalyst for the regioselective ring-opening of epoxides. A metal-free procedure for the preparation of β-alkoxy alcohols

Author keywords

Alkoxy alcohols; Epoxides; Hydrazine sulphate; Metal free catalysis; Steroids

Indexed keywords

2ALPHA,3ALPHA EPOXY STEROID DERIVATIVE; 5ALPHA,6ALPHA EPOXY STEROID DERIVATIVE; 5BETA,6BETA EPOXY STEROID DERIVATIVE; ALCOHOL DERIVATIVE; EPOXIDE; HYDRAZINE SULFATE; METAL; STEROID; UNCLASSIFIED DRUG;

EID: 38949187114     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.12.121     Document Type: Article
Times cited : (19)

References (39)
  • 28
    • 38949093295 scopus 로고    scopus 로고
    • note
    • Guideline on the specification limits for residues of metal catalysts, European Medicines Agency, Pre-authorisation Evaluation of Medicines for Human Use; London, January 2007; Doc. Ref. CPMP/SWP/QWP/4446/00; http://www.emea.europa.eu/.
  • 30
    • 0032832964 scopus 로고    scopus 로고
    • Despite some concern related to its toxicity, hydrazine sulphate has been used in clinical practice for the treatment of cachexia associated with cancer. See:
    • Despite some concern related to its toxicity, hydrazine sulphate has been used in clinical practice for the treatment of cachexia associated with cancer. See:. Ernst E., and Cassileth B.R. Eur. J. Cancer 35 (1999) 1608-1613
    • (1999) Eur. J. Cancer , vol.35 , pp. 1608-1613
    • Ernst, E.1    Cassileth, B.R.2
  • 32
    • 38949178510 scopus 로고    scopus 로고
    • note
    • 4 (13 mg, 0.1 mmol) was added. After 30 h under magnetic stirring at 50 °C the reaction was completed as verified by TLC control. The reaction mixture was filtered, the catalyst was recovered (11 mg, 85%) and the filtrate was concentrated under reduced pressure. The resulting residue was purified by flash column chromatography to afford 5α-ethoxy-6β-hydroxy-17-oxoandrostan-3β-yl acetate 7b as a white solid (314.0 mg, 80% yield).
  • 38
    • 38949154912 scopus 로고    scopus 로고
    • Phillipps, G. H.; Newall, C. E.; Ayres, B. E. US Patent 3,952,031, 1976.
    • Phillipps, G. H.; Newall, C. E.; Ayres, B. E. US Patent 3,952,031, 1976.
  • 39
    • 38949130156 scopus 로고    scopus 로고
    • note
    • +, 346 (8), 299 (7), 286 (90), 268 (100), 253 (26), 123 (31), 91 (41).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.