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Volumn 46, Issue 39, 2005, Pages 6691-6695

A simple spiroepoxide as methionine aminopeptidase-2 inhibitor: Synthetic problems and solutions

Author keywords

Fumagillin; Inhibition; MetAP 2; RCM

Indexed keywords

ENZYME INHIBITOR; EPOXIDE; HEPTANE; METHIONINE AMINOPEPTIDASE 2 INHIBITOR; METHIONINE DERIVATIVE; SPIRO COMPOUND; UNCLASSIFIED DRUG;

EID: 24044449662     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.07.136     Document Type: Article
Times cited : (12)

References (19)
  • 5
    • 33645485800 scopus 로고    scopus 로고
    • Sumitomo Pharmaceuticals Co., Ltd., Japan, Jpn. Kokai Tokkyo Koho JP 08 183,752, 16 July 1996, Appl. 94/340,108, 30 Aug 1994; [C.A. 125: 247602].
    • Ohashi, N.; Fukui, M.; Yamaoka, T.; Hirota, F.; Nakajo, E.; Imazaki, N.; Kurimoto, A. Sumitomo Pharmaceuticals Co., Ltd., Japan, Jpn. Kokai Tokkyo Koho JP 08 183,752, 16 July 1996, Appl. 94/340,108, 30 Aug 1994; [C.A. 125: 247602].
    • Ohashi, N.1    Fukui, M.2    Yamaoka, T.3    Hirota, F.4    Nakajo, E.5    Imazaki, N.6    Kurimoto, A.7
  • 8
    • 0033533652 scopus 로고    scopus 로고
    • It is known that allylic alcohols are excellent substrates for the RCM reaction: T.R. Hoye, and H. Zhao Org. Lett. 1 1999 1123 1125
    • (1999) Org. Lett. , vol.1 , pp. 1123-1125
    • Hoye, T.R.1    Zhao, H.2
  • 12
    • 33645493151 scopus 로고    scopus 로고
    • note
    • 2-CHOH), 1.66 (s, 3H, (Me)CC)
  • 13
    • 0032492945 scopus 로고    scopus 로고
    • Failure to protect the tertiary alcohol before PMP removal led to formation of the stable quinone ketal 35. A similar observation has been made previously: L.W. Leung, C. Vilchèze, and R. Bittman Tetrahedron Lett. 39 1998 2921 2924
    • (1998) Tetrahedron Lett. , vol.39 , pp. 2921-2924
    • Leung, L.W.1    Vilchèze, C.2    Bittman, R.3
  • 17
    • 21744442399 scopus 로고    scopus 로고
    • While this manuscript was being prepared, the preparation of cyclopentane analogues of fumagillol was described. The biological activity was inferior to that of the corresponding fumagillol derivatives: B.S. Jeong, N.S. Choi, S.K. Ahn, H. Bae, H.S. Kim, and D. Kim Bioorg. Med. Chem. Lett. 15 2005 3580 3583
    • (2005) Bioorg. Med. Chem. Lett. , vol.15 , pp. 3580-3583
    • Jeong, B.S.1    Choi, N.S.2    Ahn, S.K.3    Bae, H.4    Kim, H.S.5    Kim, D.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.