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Volumn , Issue 10, 2005, Pages 1559-1562

Stereoselective synthesis of the conformationally constrained glutamate analogue, (-)-(2R,3S)-cis-2-carboxyazetidine-3-acetic acid, from (S)-N-tosyl-2-phenylglycine

Author keywords

Azetidin 3 ones; Conformationally constrained amino acids; Glutamate analogues; N H insertion; Wittig reaction

Indexed keywords

ACETIC ACID DERIVATIVE; CARBENOID; CIS 2 CARBOXYAZETIDINE 3 ACETIC ACID; GLUTAMIC ACID DERIVATIVE; N TOSYL 2 PHENYLGLYCINE; PHENYLGLYCINE; RHODIUM; TOLUENE; UNCLASSIFIED DRUG;

EID: 21544448125     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-869866     Document Type: Article
Times cited : (21)

References (40)
  • 14
    • 0002837109 scopus 로고
    • Conformationally constrained amino acids as probes of glutamate receptors and transporters
    • Kozikowski, A. P., Ed.; Raven Press: New York
    • Chamberlin, A. R.; Bridges, R. J. Conformationally Constrained Amino Acids as Probes of Glutamate Receptors and Transporters, In Drug Design for Neuroscience; Kozikowski, A. P., Ed.; Raven Press: New York, 1993, 231-259.
    • (1993) Drug Design for Neuroscience , pp. 231-259
    • Chamberlin, A.R.1    Bridges, R.J.2
  • 31
    • 21544440089 scopus 로고    scopus 로고
    • note
    • Inseparable mixture of compounds by column chromatography.
  • 33
    • 21544466112 scopus 로고    scopus 로고
    • note
    • The cis compound 6 could not be separated from its trans isomer by column chromatography.
  • 35
    • 21544481414 scopus 로고    scopus 로고
    • note
    • 1H NMR and GC.
  • 37
    • 21544435659 scopus 로고    scopus 로고
    • note
    • 6): δ = 172.5, 169.6, 145.1, 134.1, 130.8, 129.0, 63.8, 54.2, 34.5, 28.4, 21.6.
  • 38
    • 21544451643 scopus 로고    scopus 로고
    • note
    • 4: 159.05316; found: 159.06178.
  • 40
    • 21544472040 scopus 로고    scopus 로고
    • note
    • In some occasions, a small amount of epimerization at C2 was observed.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.