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Volumn , Issue 8, 2007, Pages 1311-1313

Stereoselective synthesis of novel Δ5- androstenoarylpyrazoline derivatives by BF3·OEt 2-induced intramolecular 1,3-dipolar cycloaddition

Author keywords

1,3 dipolar cycloaddition; Hydrazones; Lewis acid; Stereoselectivity; Steroids

Indexed keywords

ALDEHYDE DERIVATIVE; DELTA 5 ANDROSTENOARYLPYRAZOLINE DERIVATIVE; PHENYLHYDRAZONE DERIVATIVE; PREGNENE ALDEHYDE; PYRAZOLINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 34249824594     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-977452     Document Type: Article
Times cited : (18)

References (36)
  • 9
    • 0004101860 scopus 로고
    • I; Padwa, A, Ed, Wiley: New York, and references cited therein
    • Kanemasa, S. In 1,3-Dipolar Cycloaddition Chemistry, Vol. I; Padwa, A., Ed.; Wiley: New York. 1984, 789-797; and references cited therein.
    • (1984) 1,3-Dipolar Cycloaddition Chemistry , pp. 789-797
    • Kanemasa, S.1
  • 36
    • 34249826722 scopus 로고    scopus 로고
    • Procedure for the Synthesis of 6c A mixture of 2 (359 mg, 1.00 mmol, 4-methoxyphenylhydrazine hydrochloride (3c, 175 mg, 1.00 mmol) and NaOAc (200 mg, 2.44 mmol) in MeOH (5 mL) was stirred for 1 h at r.t. The white precipitate was filtered off and dried to give pure 4c (407 mg, 85, Compound 4c was dissolved in CH2Cl2 (10 mL) and BF3·OEt2 (0.09 mL, 0.3 mmol) was added dropwise at 0°C under a nitrogen atmosphere. After 20 min, the reaction was quenched by the addition of 1 M aq NaHCO3 (20 mL, The organic phase was separated, the aqueous phase was extracted with CH2Cl2 (3 x 10 mL) and the combined organic phases were dried over Na2SO 4. Evaporation in vacuo and recrystallization from CH 2Cl2-hexane afforded 453 mg (95, of 6c as white crystals; Rf, 0.32 EtOAc-CH2Cl 2
    • 3].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.