SYNTHESIS OF L-RIBONO-LACTONE AND L-LYXONO-LACTONE

被引:24
|
作者
KOLD, H [1 ]
LUNDT, I [1 ]
PEDERSEN, C [1 ]
机构
[1] TECH UNIV DENMARK,DEPT ORGAN CHEM,DK-2800 LYNGBY,DENMARK
来源
ACTA CHEMICA SCANDINAVICA | 1994年 / 48卷 / 08期
关键词
D O I
10.3891/acta.chem.scand.48-0675
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
L-Ribonolactone has been prepared in good yield by treatment of 2,3-O-isopropylidene-5-O-methanesulfonyl-D-lyxono-1,4-lactone with aqueous base. It was isolated as 3,4-O-benzylidene-L-ribono-1.5-lactone. A similar treatment of 2,3-O-isopropylidene-5-O-methanesulfonyl-D-ribono-1.4-lactone gave L-lyxonolactone, isolated as the 3,5-O-benzylidene derivative. The mechanisms of the reactions, as well as those of the reaction of 5-bromo-5-deoxy-D-ribono- and D-lyzono-1,4-lactone, with aqueous base have been studied.
引用
收藏
页码:675 / 678
页数:4
相关论文
共 50 条
  • [41] Total synthesis of the resorcylic lactone-based kinase inhibitor L-783277
    Hofmann, Tatjana
    Altmarm, Karl-Heinz
    SYNLETT, 2008, (10) : 1500 - 1504
  • [42] A concise and stereoselective synthesis of threo-gamma-hydroxy-L-beta-lysine lactone
    Misiti, D
    Zappia, G
    DelleMonache, G
    LIEBIGS ANNALEN, 1996, (02): : 235 - 238
  • [43] REDUCTION-MECHANISM OF D-RIBONO-GAMMA-LACTONE AT SOLID ELECTRODES
    AVRUTSKAYA, IA
    KISELEVA, IG
    TOMASHOVA, NN
    CHEKAVTSEV, AV
    TSARKOVA, TG
    BEGUN, NA
    KABANOV, BN
    FIOSHIN, MY
    SOVIET ELECTROCHEMISTRY, 1978, 14 (07): : 909 - 912
  • [44] Regioselective acylation of D-ribono-1,4-lactone catalyzed by lipases
    Sebrao, Damianni
    Sa, Marcus M.
    Nascimento, Maria da Graca
    PROCESS BIOCHEMISTRY, 2011, 46 (02) : 551 - 556
  • [45] SYNTHESIS OF L-DAUNOSAMINE FROM D-GLUCURONO-6,3-LACTONE
    GURJAR, MK
    PAWAR, SM
    TETRAHEDRON LETTERS, 1987, 28 (12) : 1327 - 1328
  • [46] SYNTHESIS OF SAUSSUREA LACTONE
    VAIDYA, AS
    RAO, AS
    INDIAN JOURNAL OF CHEMISTRY, 1969, 7 (03): : 307 - &
  • [47] ENTHALPY OF COMBUSTION AND FORMATION OF DI-RIBOSE AND D-RIBONO-GAMMA-LACTONE
    GUBAREVA, AI
    KUNDERENKO, VM
    GERASIMOV, PA
    IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENII KHIMIYA I KHIMICHESKAYA TEKHNOLOGIYA, 1991, 34 (10): : 41 - 45
  • [48] NEW LACTONE SYNTHESIS
    VORBRUGGEN, H
    KROLIKIEWICZ, K
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1977, 16 (12): : 876 - 877
  • [49] ALKYLIDENE LACTONE SYNTHESIS
    HAAIMA, G
    LYNCH, MJ
    ROUTLEDGE, A
    WEAVERS, RT
    TETRAHEDRON, 1991, 47 (28) : 5203 - 5214
  • [50] NOVEL LACTONE SYNTHESIS
    ALPER, H
    ROOT, WG
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (23) : 956 - 956