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Volumn 53, Issue 21, 1997, Pages 7077-7088

Synthesis of (+)-(1S)-1-pyrophosphoryl-(2R, 3R)-2,3-dihydroxy-(4S)-4-(phosphoryloxymethyl)cyclopentane, a stable, optically-active carbocyclic analog of 5-phosphoribosyl-1-pyrophosphate (PRPP)

Author keywords

[No Author keywords available]

Indexed keywords

1 PYROPHOSPHORYL 2,3 DIHYDROXY 4 (PHOSPHORYLOXYMETHYL)CYCLOPENTANE; CYCLOPENTANE DERIVATIVE; PYROPHOSPHATE; UNCLASSIFIED DRUG;

EID: 0030905197     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00387-6     Document Type: Article
Times cited : (12)

References (41)
  • 13
    • 23744479176 scopus 로고    scopus 로고
    • note
    • (b) The racemic alcohol 9a used in the synthesis of racemic 2 was actually a mixture of isomers at the benzylidene position.
  • 15
    • 23744445775 scopus 로고    scopus 로고
    • personal communication
    • Recent evidence suggests that the optically active form of 2 may be much more useful for X-ray crystallographic studies than the racemic form: J. L. Smith, personal communication.
    • Smith, J.L.1
  • 16
    • 0017667557 scopus 로고
    • For reviews of the synthesis of phosphates and pyrophosphates see: (a) Slotin, L.A. Synthesis, 1977, 737-752.
    • (1977) Synthesis , pp. 737-752
    • Slotin, L.A.1
  • 18
    • 0001433260 scopus 로고    scopus 로고
    • Trost, B.M.; Fleming, I., Eds.; Pergamon Press, New York
    • (c) Y. Hayakawa, in Comprehensive Organic Synthesis , Vol. 6; Trost, B.M.; Fleming, I., Eds.; Pergamon Press, New York, pp. 601-630.
    • Comprehensive Organic Synthesis , vol.6 , pp. 601-630
    • Hayakawa, Y.1
  • 21
    • 23744514232 scopus 로고    scopus 로고
    • unpublished results
    • In conjunction with other approaches to enone 6, it was noted that the formation of the benzylidene acetal under equilibrating conditions always leads to a mixture of isomers at the benzylidene carbon atom: Parry, R.J.; Burns, M.R. unpublished results.
    • Parry, R.J.1    Burns, M.R.2
  • 41
    • 23744461057 scopus 로고    scopus 로고
    • note
    • 13C NMR spectrum of optically active 2 was determined on a Bruker DAX-400 spectrometer.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.