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Volumn 7, Issue 3, 2005, Pages 458-462

Combinatorial solid-phase synthesis of 6-hydroxy-1,2,3,4-tetrahydro-β- carbolines from L-5-hydroxytryptophan

Author keywords

[No Author keywords available]

Indexed keywords

CARBOLINE DERIVATIVE; POLYSTYRENE DERIVATIVE; RESIN; TRYPTOPHAN DERIVATIVE;

EID: 20044362033     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc049881m     Document Type: Article
Times cited : (22)

References (34)
  • 1
    • 0542403141 scopus 로고
    • G. A. Cordell, Ed.; Academic Press: New York
    • The Alkaloids, Chemistry and Pharmacology; G. A. Cordell, Ed.; Academic Press: New York, 1993; Vol. 43.
    • (1993) The Alkaloids, Chemistry and Pharmacology , vol.43
  • 21
    • 0001625508 scopus 로고
    • Adams, R., Ed,; John Wiley and Sons: New York
    • (b) Whaley, W. M.; Govindachari, T. R. Organic Reactions; Adams, R., Ed,; John Wiley and Sons: New York, 1951; Vol. VI, p 151.
    • (1951) Organic Reactions , vol.6 , pp. 151
    • Whaley, W.M.1    Govindachari, T.R.2
  • 28
    • 20044362236 scopus 로고    scopus 로고
    • note
    • When benzylamine was used, we noted a lowering of the total yield, probably due to partial cleavage of the substrate from the resin in this stage.
  • 30
    • 20044368477 scopus 로고    scopus 로고
    • note
    • The analysis were performed on a RP18 column, eluant ACN/water = 3/1 with 0.5% TFA, 0.8 flow.
  • 31
    • 20044378868 scopus 로고    scopus 로고
    • note
    • Accordingly to the literature, in all the examined cases, the C1 and C3 carbon atoms of the major trans diastereoisomer appeared upfield shifted (2-6 ppm) with respect to the same carbon atoms of the minor cis diastereoisomer. See: ref 8a.
  • 33
    • 20044394395 scopus 로고    scopus 로고
    • note
    • When we tried to use benzoyl chloride or acetyl chloride as acylating agent, we observed a partial cleavage of the material from the solid support.
  • 34
    • 20044382080 scopus 로고    scopus 로고
    • note
    • We found that this procedure was necessary in order to preserve the stability of the final products, especially in the cases of the ester derivatives.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.