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Volumn 69, Issue 1, 2004, Pages 72-78

Sulfur Extrusion with Tin Radical: Synthesis of 4′,5′ -Didehydro-5′-deoxy-5′-(tributylstannyl)adenosine, an Intermediate for Potential Inhibitors against S-Adenosyl Homocysteine Hydrolase

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; CHEMICAL BONDS; ISOMERS; REACTION KINETICS; SUBSTRATES; SULFUR; SYNTHESIS (CHEMICAL);

EID: 0346731108     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo030256y     Document Type: Article
Times cited : (21)

References (41)
  • 21
    • 0347223053 scopus 로고    scopus 로고
    • note
    • The Z-configuration of 11 was determined on the basis of NOE experiments: H-5′/3′-O-SiMe (4.1%), H-5′H-3′ (5.8%).
  • 22
    • 0346593087 scopus 로고    scopus 로고
    • note
    • For complete conversion of the isolated 12 to 10, it took 57 h in 3 M AcOH in THF at room temperature.
  • 23
    • 0347853158 scopus 로고    scopus 로고
    • note
    • R 17.4-18.2 min) of the filtrate resulting from crystallization of 11.
  • 27
    • 0017161152 scopus 로고
    • 6-dibenzoyl-4′,5′-didehydro-5′-deoxy-2′, 3′-O-isopropylideneadenosine has been reported to yield the corresponding (E)-5′-iodo derivative: Jenkins, I. D.; Verheyden, J. P. H.; Moffatt, J. G. J. Am. Chem. Soc. 1976, 98, 3346.
    • (1976) J. Am. Chem. Soc. , vol.98 , pp. 3346
    • Jenkins, I.D.1    Verheyden, J.P.H.2    Moffatt, J.G.3
  • 30
    • 0347853159 scopus 로고    scopus 로고
    • note
    • 3 showed two H-5′ resonances corresponding to 17: 6.85 (d, J = 78.8 Hz) for major isomer; 6.39 (d, J = 75.2 Hz) for minor isomer.
  • 32
    • 33845280824 scopus 로고
    • To the best of our knowledge, there has been only one report available for the Stille reaction of β-alkoxyvinylstannanes, see: Piers, E.; Lu, Y.-F. J. Org. Chem. 1988, 53, 926.
    • (1988) J. Org. Chem. , vol.53 , pp. 926
    • Piers, E.1    Lu, Y.-F.2
  • 34
  • 38
    • 0346593085 scopus 로고    scopus 로고
    • note
    • 6).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.