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Volumn 18, Issue 22, 2010, Pages 7799-7803

Intramolecular reductive cyclization strategy to the synthesis of (-)-6-methyl-3-hydroxy-piperidine-2-carboxylic acid, (+)-6-methyl-(2- hydroxymethyl)-piperidine-3-ol and their glycosidase inhibitory activity

Author keywords

Glycosidase inhibitors; Iminosugars; Pipecolic acid; Tri substituted piperidines

Indexed keywords

6 METHYL (2 HYDROXYMETHYL)PIPERIDIN 3 OL; 6 METHYL 3 HYDROXYPIPERIDINE 2 CARBOXYLIC ACID; GLUCOSE; GLYCOSIDASE INHIBITOR; PIPERIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 78449261705     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.09.055     Document Type: Article
Times cited : (10)

References (44)
  • 34
    • 23944496414 scopus 로고    scopus 로고
    • For the synthesis of pipecolic acid derivatives see C.K. Puchot, and S. Comesse Amino Acids 29 2005 101 and references cited therein
    • (2005) Amino Acids , vol.29 , pp. 101
    • Puchot, C.K.1    Comesse, S.2
  • 43
    • 78449239611 scopus 로고    scopus 로고
    • Although with the stabilized Wittig reagents, E-isomer is expected to be a major product, we obtained Z-isomer as a major product. The same Wittig reagent gave only E-isomer under reflux condition with other substrates. This could be attributed to lower reaction temperature (0 °C). See Ref. 14
    • Although with the stabilized Wittig reagents, E-isomer is expected to be a major product, we obtained Z-isomer as a major product. The same Wittig reagent gave only E-isomer under reflux condition with other substrates. This could be attributed to lower reaction temperature (0 °C). See Ref. 14.
  • 44
    • 78449238142 scopus 로고    scopus 로고
    • 13C NMR of the compound 14 showed a doubling of signals due to restricted rotation around the C-N bond of N-Cbz functionality
    • 13C NMR of the compound 14 showed a doubling of signals due to restricted rotation around the C-N bond of N-Cbz functionality.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.