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Volumn 50, Issue 28, 2009, Pages 4081-4083

A stereoselective and scalable synthesis of a conformationally constrained S1P1 agonist

Author keywords

[No Author keywords available]

Indexed keywords

AMINOALCOHOL; CYCLOPENTANE; FINGOLIMOD; IMMUNOSUPPRESSIVE AGENT; SPHINGOSINE 1 PHOSPHATE AGONIST; UNCLASSIFIED DRUG;

EID: 66049102946     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.04.099     Document Type: Article
Times cited : (15)

References (26)
  • 16
    • 66049112691 scopus 로고    scopus 로고
    • note
    • The S,S-ammonium bromide catalyst, [287384-12-7], is commercially available from several vendors including Sigma-Aldrich.
  • 18
    • 66049084223 scopus 로고    scopus 로고
    • note
    • Isolated yields of the free amine 5 using the one-pot procedure ranged from 29% to 38% while the two-pot protocol provided 61-72% yield of 5 on multi-gram scale.
  • 22
    • 66049093350 scopus 로고    scopus 로고
    • note
    • Both enantiomers of the diphenylphosphinite precatalyst are commercially available from Strem: S,S-[405235-55-4] and R,R-[880262-16-8].
  • 23
    • 66049109172 scopus 로고    scopus 로고
    • note
    • Macdonald and co-workers also reported a lack of reactivity using the Pfaltz catalyst on a similar substituted cyclopentene, as described in Ref. 3.
  • 26
    • 66049136527 scopus 로고    scopus 로고
    • note
    • Modest mass recovery was observed upon recrystalization from heptane under unoptimized conditions.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.