SYNTHESIS OF +/--CARBOCYCLIC ANALOG OF SPIROHYDANTOIN NUCLEOSIDE

被引：49
|
作者：
SANO, H
SUGAI, S
机构：
[1] Agroscience Research Laboratories, Sankyo Co. Ltd., Yasu-gun, Shiga-ken, 520-23
来源：
TETRAHEDRON | 1995年 / 51卷 / 16期
关键词：
D O I：
10.1016/0040-4020(95)00162-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Synthesis of (+/-)-carbocyclic spirohydantoin derivatives of (+)-hydantocidin is described. The pivotal step in the synthesis is spirohydantoin ring construction from cyclopentanone 9. Using the Bucherer-Bergs condition predominately gave the epi-carbocyclic analogue 10, whereas the alternative spiroring formation method through alpha-aminonitrile 13 provided the carbocyclic analogue 2 after deprotection.
引用
收藏
页码：4635 / 4646
页数：12
相关论文
共 50 条
  • [21] Synthesis of a Novel Carbocyclic Analog of Bredinin
    Nair, Vasu
    Zhang, Fan
    MOLECULES, 2013, 18 (09) : 11576 - 11585
  • [22] SYNTHESIS OF THE CARBOCYCLIC ANALOG OF OXETANOCIN-A
    HONJO, M
    MARUYAMA, T
    SATO, Y
    HORII, T
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1989, 37 (05) : 1413 - 1415
  • [23] SYNTHESIS OF THE CARBOCYCLIC ANALOG OF THE ANTIVIRAL NUCLEOSIDE (E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE
    COOKSON, RC
    DUDFIELD, PJ
    SCOPES, DIC
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (03): : 399 - 404
  • [24] NUCLEOSIDE ANALOGS .5. SYNTHESIS OF CARBOCYCLIC PYRIMIDINE NUCLEOSIDE ANALOGS
    TADANO, KI
    HORIUCHI, S
    SUAMI, T
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1978, 51 (03) : 897 - 900
  • [25] A concise enantioselective pathway to carbocyclic nucleoside: Asymmetric synthesis of carbocyclic moiety of carbovir
    Tanimori, S
    Tsubota, M
    He, MQ
    Nakayama, M
    SYNTHETIC COMMUNICATIONS, 1997, 27 (14) : 2371 - 2378
  • [26] SYNTHESIS OF NOVEL OLEFINIC CARBOCYCLIC PURINE NUCLEOSIDE ANALOGS
    WACHTMEISTER, J
    CLASSON, B
    SAMUELSSON, B
    NUCLEOSIDES & NUCLEOTIDES, 1995, 14 (3-5): : 405 - 408
  • [27] Synthesis of novel fluoro carbocyclic purine nucleoside analogues
    Wachtmeister, J
    Classon, B
    Kvarnstrom, I
    Samuelsson, B
    NUCLEOSIDES & NUCLEOTIDES, 1997, 16 (5-6): : 809 - 814
  • [28] IMPROVED PRACTICAL SYNTHESIS OF A PROSTAGLANDIN AND CARBOCYCLIC NUCLEOSIDE SYNTHON
    HUDLICKY, T
    NATCHUS, MG
    NUGENT, TC
    SYNTHETIC COMMUNICATIONS, 1992, 22 (01) : 151 - 157
  • [29] The first synthesis of a 2′,3′-methane carbocyclic nucleoside
    Katagiri, N
    Yamatoya, Y
    Ishikura, M
    TETRAHEDRON LETTERS, 1999, 40 (51) : 9069 - 9072
  • [30] CARBOCYCLIC ANALOG OF CYTIDINE, SYNTHESIS AND ANTINEOPLASTIC ACTIVITY
    SHEALY, YF
    ODELL, CA
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1976, 13 (06) : 1353 - 1354
12345