Synthesis of cholic acid amino analogues by oxime reduction with TiCl3-NaBH3CN

被引:3
|
作者
Maslov, Mikhail A. [1 ]
Morozova, Nina G. [1 ]
Solomatina, Tatyana V. [1 ]
Sergeeva, Olga A. [1 ]
Cheshkov, Dmitry A. [2 ]
Serebrennikova, Galina A. [1 ]
机构
[1] MV Lomonosov Moscow State Acad Fine Chem Technol, Moscow 119571, Russia
[2] State Res Inst Chem & Technol Organoelement Cpds, Moscow 111123, Russia
基金
俄罗斯基础研究基金会;
关键词
UMBRELLA-ASSISTED TRANSPORT; TRIAMINO-ANALOG; FACIAL AMPHIPHILES; METHYL CHOLATE; DRUG-DELIVERY; RECEPTORS; DERIVATIVES; SELECTIVITY; OXIDATION;
D O I
10.1016/j.mencom.2011.04.007
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Amino analogues of cholic acid have been synthesized by reduction of the corresponding oximes with titanium(III) chloride in the presence of sodium cyanoborohydride.
引用
收藏
页码:137 / 139
页数:3
相关论文
共 50 条
  • [41] Synthesis of Oleanolic Acid Analogues and Their Cytotoxic Effects on 3T3 Cell Line
    Tuncay, Salih
    Senol, Halil
    Guler, Eray Metin
    Ocal, Nuket
    Secen, Hasan
    Kocyigit, Abdurrahim
    Topcu, Gulacti
    MEDICINAL CHEMISTRY, 2018, 14 (06) : 617 - 625
  • [42] ELECTROCHEMICAL SYNTHESIS OF 2-ACETOXY-2-AMINO ACID AND 3-ACETOXY-3-AMINO ACID-DERIVATIVES
    IWASAKI, T
    HORIKAWA, H
    MATSUMOTO, K
    MIYOSHI, M
    JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (14): : 2419 - 2423
  • [43] Catalytic synthesis of β3-amino acid derivatives from α-amino acids
    Byrne, Christopher M.
    Church, Tamara L.
    Kramer, John W.
    Coates, Geoffrey W.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (21) : 3979 - 3983
  • [44] Use of DBMHC/CN3D to highlight amino acid positions on 3D molecular models
    Helmberg, WMC
    Dunivin, RJ
    Feolo, ML
    GENES AND IMMUNITY, 2004, 5 : S6 - S6
  • [45] Enantioselective synthesis of 2-substituted 3-aminopropanoic acid (β-alanine) derivatives which are β-analogues of aromatic amino acids
    Arvanitis, E
    Ernst, H
    Ludwig, AA
    Robinson, AJ
    Wyatt, PB
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (03): : 521 - 528
  • [46] CHOLIC-ACID SYNTHESIS FROM 26-HYDROXYCHOLESTEROL AND 3-HYDROXY-5-CHOLESTENOIC ACID IN THE RABBIT
    AYAKI, Y
    KOK, E
    JAVITT, NB
    JOURNAL OF BIOLOGICAL CHEMISTRY, 1989, 264 (07) : 3818 - 3821
  • [47] Synthesis of tetrahydroisoquinolines through TiCl4-mediated cyclization and Et3SiH reduction
    Shi, Zeyu
    Xiao, Qiong
    Yin, Dali
    CHINESE CHEMICAL LETTERS, 2020, 31 (03) : 729 - 732
  • [48] Synthesis of tetrahydroisoquinolines through TiCl4-mediated cyclization and Et3SiH reduction
    Zeyu Shi
    Qiong Xiao
    Dali Yin
    ChineseChemicalLetters, 2020, 31 (03) : 729 - 732
  • [49] A SYNTHESIS OF ALPHA-AMINO-BETA-3-INDENYLPROPIONIC ACID
    GROVES, LH
    SWAN, GA
    JOURNAL OF THE CHEMICAL SOCIETY, 1951, (APR): : 1142 - 1142
  • [50] Organocatalytic asymmetric synthesis of β3-amino acid derivatives
    Kim, Sun Min
    Yang, Jung Woon
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (29) : 4737 - 4749