Deuterium incorporation into reserpine

被引：1
作者：
Lounasmaa, M [1 ]
Berner, M [1 ]
Tolvanen, A [1 ]
Jokela, R [1 ]
机构：
[1] Helsinki Univ Technol, Organ & Bioorgan Chem Lab, FIN-02015 Espoo, Finland
来源：
HETEROCYCLES | 2000年 / 52卷 / 01期
关键词：
D O I：
10.3987/COM-99-S28
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of reserpine (1) with TFA-d under various conditions demonstrated that deuterium incorporation proceeds much more slowly than the epimerization. Indirect evidence was thereby obtained for the mechanism of the acid-catalysed epimerization of reserpine (1) that proceeds through C-3-N-b bond cleavage. Furthermore, the effectiveness of TFA as an epimerization reagent was demonstrated.
引用
收藏
页码：471 / 474
页数：4
相关论文
共 50 条
  • [31] Deuterium incorporation into cellulose: a mini-review of biological and chemical methods
    Song, Yan
    Meng, Xianzhi
    Jiang, Wei
    Evans, Barbara R.
    Ben, Haoxi
    Zhang, Yuanming
    Pu, Yunqiao
    Pingali, Sai Venkatesh
    Davison, Brian H.
    Zhang, Sai
    Han, Guangting
    Ragauskas, Arthur J.
    CELLULOSE, 2022, 29 (08) : 4269 - 4286
  • [32] HYDROGEN AND DEUTERIUM INCORPORATION IN GLOW-DISCHARGE AMORPHOUS-SILICON
    MAESSEN, KMH
    PRUPPERS, MJM
    HABRAKEN, FHPM
    BEZEMER, J
    VANDERWEG, WF
    JOURNAL OF NON-CRYSTALLINE SOLIDS, 1985, 77-8 : 785 - 788
  • [33] Deuterium incorporation into cellulose: a mini-review of biological and chemical methods
    Yan Song
    Xianzhi Meng
    Wei Jiang
    Barbara R. Evans
    Haoxi Ben
    Yuanming Zhang
    Yunqiao Pu
    Sai Venkatesh Pingali
    Brian H. Davison
    Sai Zhang
    Guangting Han
    Arthur J. Ragauskas
    Cellulose, 2022, 29 : 4269 - 4286
  • [34] Hydrogen and Deuterium Incorporation in ZnO Films Grown by Atomic Layer Deposition
    Kinnunen, Sami
    Lahtinen, Manu
    Arstila, Kai
    Sajavaara, Timo
    COATINGS, 2021, 11 (05)
  • [35] STEREOSPECIFIC EXO-INCORPORATION OF DEUTERIUM INTO THE BICYCLO[4.3.1]-DECATETRAENYL ANION
    TAKAHASHI, K
    KAGAWA, T
    TAKASE, K
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (19) : 862 - 863
  • [36] DEUTERIUM INCORPORATION VIA ZINC-COPPER COUPLE REDUCTIONS OF HALIDES
    BLANKENS, RM
    BURDETT, KA
    SWENTON, JS
    JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (15) : 2300 - 2301
  • [37] REGIOSPECIFIC DEUTERIUM INCORPORATION VIA REDUCTION OF TOSYLHYDRAZONES TO CORRESPONDING METHYLENE DERIVATIVES
    KABALKA, GW
    YANG, DTC
    CHANDLER, JH
    BAKER, JD
    SYNTHESIS-STUTTGART, 1977, (02): : 124 - 126
  • [38] Metabolic regulation of selective deuterium incorporation into RNA and protein components of the ribosome
    Shcherbakova, IV
    Zgurskaya, EI
    Fan, LX
    Serdyuk, IN
    Zaccai, G
    BIOLOGICAL MACROMOLECULAR DYNAMICS, 1997, : 165 - 169
  • [39] PRELIMINARY REPORT ON INCORPORATION OF GUANETHIDINE AND RESERPINE INTO RAT PERITONEAL MAST CELLS IN-VITRO
    GRIPENBERG, J
    JANSSON, SE
    EXPERIENTIA, 1971, 27 (12): : 1451 - +
  • [40] Unprecedented Regioselective Deuterium-Incorporation of Alkyltrimethylammonium Chlorides and Raman Analysis
    Sawama, Yoshinari
    Matsuda, Takumi
    Moriyama, Shogo
    Ban, Kazuho
    Fujioka, Hiroyoshi
    Kamiya, Mako
    Shou, Jingwen
    Ozeki, Yasuyuki
    Akai, Shuji
    Sajiki, Hironao
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (03)
12345