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Volumn 21, Issue 1, 2010, Pages 16-20

A stereoselective synthesis of (+)-L-733,060 from ethyl (R)-(+)-2,3-epoxypropanoate

Author keywords

[No Author keywords available]

Indexed keywords

1 (BENZYLAMINO) 3 (TERT BUTYLDIMETHYLSILYLOXY) 1 PHENYLPROPAN 2 OL; 3 (2 METHOXYBENZYLAMINO) 2 PHENYLPIPERIDINE; 3 [3,5 BIS(TRIFLUOROMETHYL)BENZYLOXY] 2 PHENYLPIPERIDINE; 3 BENZYL 5 (HYDROXYMETHYL) 4 PHENYLOXAZOLIDIN 2 ONE; 5 HYDROXY 6 PHENYLPIPERIDIN 2 ONE; FEBRIFUGINE; N BENZYL 1 (OXIRAN 2 YL) 1 PHENYLMETHANAMINE; NEUROKININ 1 RECEPTOR ANTAGONIST; OXIRAN 2 YL(PHENYL)METHANONE; TERT BUTYL 3 (TERT BUTYLDIMETHYLSILYLOXY) 2 HYDROXY 1 PHENYLPROPYLCARBAMATE; TERT BUTYL 3 HYDROXY 2 PHENYLPIPERIDINE 1 CARBOXYLATE; TERT BUTYL 5 (3 METHOXY 3 OXOPROP 1 ENYL) 2,2 DIMETHYL 4 PHENYLOXAZOLIDINE 3 CARBOXYLATE; TERT BUTYL 5 (HYDROXYMETHYL) 2,2 DIMETHYL 4 PHENYLOXAZOLIDINE 3 CARBOXYLATE; UNCLASSIFIED DRUG;

EID: 76049112828     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2009.12.010     Document Type: Article
Times cited : (19)

References (50)
  • 1
    • 0842268019 scopus 로고    scopus 로고
    • For reviews on the stereoselective synthesis of piperidines, see:
    • For reviews on the stereoselective synthesis of piperidines, see:. Buffat M.G.P. Tetrahedron 60 (2004) 1701
    • (2004) Tetrahedron , vol.60 , pp. 1701
    • Buffat, M.G.P.1
  • 3
    • 76049127269 scopus 로고    scopus 로고
    • Baker, R.; Harrison, T.; Swain, C. J.; Williams, B. J. EP0528495 A1, 1993.
    • Baker, R.; Harrison, T.; Swain, C. J.; Williams, B. J. EP0528495 A1, 1993.
  • 22
    • 76049103677 scopus 로고    scopus 로고
    • For syntheses of (+)- and (-)-CP-99,994, see: Ref. 5c.
    • For syntheses of (+)- and (-)-CP-99,994, see: Ref. 5c.
  • 23
    • 76049117591 scopus 로고    scopus 로고
    • Ref. 5f
    • Ref. 5f.
  • 24
    • 76049104395 scopus 로고    scopus 로고
    • Ref. 5k
    • Ref. 5k.
  • 46
    • 0028216090 scopus 로고    scopus 로고
    • note
    • A previous study has shown that the reductive amination of ketoepoxides conducted under these conditions yielded stereoselectively the anti aminoalkylepoxides. The authors interpreted this result by the formation of an internal hydrogen bond of the intermediate iminium salt with the oxygen of the epoxide ring, followed by hydride attack from the less hindered face: Pegorier, L.; Petit, Y.; Larchevêque, M., J. Chem. Soc., Chem. Comm. 1994, 633.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.