SYNTHESIS OF ENANTIOMERICALLY PURE AND COMPATIBLY PROTECTED (2S,3R)-DIAMINOBUTYRIC AND (2S,3S)-DIAMINOBUTYRIC ACIDS

被引:0
|
作者
SCHMIDT, U
MUNDINGER, K
RIEDL, B
HAAS, G
LAU, R
机构
来源
SYNTHESIS-STUTTGART | 1992年 / 12期
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantiomerically pure (2S,3R)- and (2S,3S)-2,3-diaminobutyric acids with Fmoc protected alpha-amino groups and compatibly protected beta-amino groups [(2S,3R)- and (2S,3S)-3-(tert-butoxycarbonyl-amino)-2-(fluoren-9-ylmethoxycarbonylamino)butyric acid] can be prepared in decagram amounts starting from L-threonine and L-allothreonine via the corresponding hydrazides by the Mitsunobu reaction.
引用
下载
收藏
页码:1201 / 1202
页数:2
相关论文
共 50 条
  • [41] Enantioselective preparation of (2R,3R)-(+)- and (2S,3S)-(-)-2,3-epoxy-2-methylbutanoic acids and some derivatives
    Torres-Valencia, JM
    Cerda-García-Rojas, CM
    Joseph-Nathan, P
    TETRAHEDRON-ASYMMETRY, 1998, 9 (05) : 757 - 764
  • [42] Synthesis of enantiomerically pure (2S,3S)-5,5,5-trifluoroisoleucine and (2R,3S)-5,5,5-trifluoro-allo-isoleucine
    Erdbrink, Holger
    Nyakatura, Elisabeth K.
    Huhmann, Susanne
    Gerling, Ulla I. M.
    Lentz, Dieter
    Koksch, Beate
    Czekelius, Constantin
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2013, 9 : 2009 - 2014
  • [43] ENANTIOSELECTIVE SYNTHESIS OF (+)-(2S,3S)-3-ETHYNYLTYROSINE
    SHAW, AN
    DOLLE, RE
    KRUSE, LI
    TETRAHEDRON LETTERS, 1990, 31 (35) : 5081 - 5084
  • [44] SYNTHESES OF (2S,3S)-[4,4,4-H-2(3)]- AND (2S,3R)-[4,4,4-H-2(3)] PENICILLAMINE
    NANJAPPAN, P
    RAMALINGAM, K
    MOSBERG, HI
    WOODARD, RW
    SYNTHESIS-STUTTGART, 1993, (04): : 421 - 425
  • [45] Asymmetric synthesis of novel highly sterically constrained (2S,3S)-3-methyl-3-trifluoromethyl- and (2S,3S,4R)-3-trifluoromethyl-4-methylpyroglutamic acids
    Soloshonok, VA
    Cai, CZ
    Hruby, VJ
    TETRAHEDRON, 1999, 55 (41) : 12045 - 12058
  • [46] (2R,3S)-(+)- and (2S,3R)-(-)-Halofuginone lactate:: Synthesis, absolute configuration, and activity against Cryptosporidium parvum
    Linder, Michael R.
    Heckeroth, Anja R.
    Najdrowski, Michael
    Daugschies, Arwid
    Schollmeyer, Dieter
    Miculka, Christian
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (15) : 4140 - 4143
  • [47] SYNTHESIS OF (2S,3R)-3-HYDROXYLEUCINE - A CONSTITUENT OF LYSOBACTIN
    YADAV, JS
    CHANDRASEKHAR, S
    REDDY, YR
    RAO, AVR
    TETRAHEDRON, 1995, 51 (09) : 2749 - 2754
  • [48] Stereoselective synthesis of (2S,3R)- and (2R,3S)-iodoreboxetine;: potential SPECT imaging agents for the noradrenaline transporter
    Jobson, Nicola K.
    Spike, Rosemary
    Crawford, Andrew R.
    Dewar, Deborah
    Pimlott, Sally L.
    Sutherland, Andrew
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (13) : 2369 - 2376
  • [49] SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF CAMPHANATES OF (-)-(2S,3S)-4-PHENYL-3-BROMO-2-BUTANOL AND (+)-(2S,3R)-4-PHENYL-3-BROMO-2-BUTANOL DIASTEREOISOMERS
    CARPY, A
    LEGER, JM
    ROCHE, D
    MADESCLAIRE, MP
    BESSE, P
    VESCHAMBRE, H
    STRUCTURAL CHEMISTRY, 1995, 6 (03) : 191 - 195
  • [50] A PRACTICAL NEW ASYMMETRIC-SYNTHESIS OF (2S,3S)-3-HYDROXYLEUCINE AND (2R,3R)-3-HYDROXYLEUCINE
    HALE, KJ
    MANAVIAZAR, S
    DELISSER, VM
    TETRAHEDRON, 1994, 50 (30) : 9181 - 9188