Enantioselective synthesis of 1,2-acetonide of (2S,3R)-3-N-Boc-3-amino-4-phenyl-1,2-butanediol

被引：14
|
作者：
Remuzon, P
Dussy, C
Jacquet, JP
Roty, P
Bouzard, D
机构：
[1] Bristol-Myers Squibb P., Chemical Process Research, 77422 Marne-La-Vallée Cedex 2, Lognes
来源：
TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 04期
关键词：
D O I：
10.1016/0957-4166(96)00124-3
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
An efficient and stereocontrolled preparation of the (2S,3R)-1,2-acetonide 15, from hydrazone 10, leading to a (D)-phenylalaninol derivative, potentially useful for the design of HIV protease inhibitors, is described. Copyright (C) 1995 Elsevier Science Ltd
引用
收藏
页码：1181 / 1188
页数：8
相关论文
共 50 条
  • [21] Synthesis of (2R,3R,4S)-N-Boc-2,4-Diarylpyrrolidine-3-carboxamides
    Reddy, B. Jayachandra
    Reddy, M. C. Somasekhara
    ASIAN JOURNAL OF CHEMISTRY, 2010, 22 (07) : 5165 - 5174
  • [22] The asymmetric synthesis of (2S,3R)-capreomycidine
    DeMong, DE
    Williams, RM
    TETRAHEDRON LETTERS, 2001, 42 (21) : 3529 - 3532
  • [23] Metal halide-mediated opening of three membered rings: Enantioselective synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and (3R)-3-aminodecanoic acid
    Righi, G
    Chionne, A
    DAchille, R
    Bonini, C
    TETRAHEDRON-ASYMMETRY, 1997, 8 (06) : 903 - 907
  • [24] Stereoselective synthesis of (1R,2S,3R)-camphordiamine
    Busacca, CA
    Campbell, S
    Dong, Y
    Grossbach, D
    Ridges, M
    Smith, L
    Spinelli, E
    JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (15): : 4753 - 4755
  • [25] A short enantioselective synthesis of N-boc-(2R,3R)-3-methyl-3-hydroxypipecolic acid from geraniol
    Noe, Mark C.
    Hawkins, Joel M.
    Snow, Sheri L.
    Wolf-Gouveia, Lilli
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (08): : 3295 - 3298
  • [26] STRUCTURE OF (2S,3R)-3-AMINO-2-PHENYLTHIOBUTANOIC ACID
    NAKAI, H
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1988, 44 : 1844 - 1845
  • [27] Synthesis of (1R,2S)- and (1S,2S)-3-azido-1,2-dihydroxypropylphosphonates
    Wróblewski, AE
    Glowacka, IE
    TETRAHEDRON-ASYMMETRY, 2002, 13 (09) : 989 - 994
  • [28] EFFICIENT SYNTHESIS OF A NEW AMINO-ACID, (2S,3R,4R)-4-CHLORO-3-HYDROXYPROLINE
    LEE, S
    KODERA, Y
    NODA, K
    AOYAGI, H
    KATO, T
    IZUMIYA, N
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (02) : 493 - 495
  • [29] STEREOSELECTIVE SYNTHESIS OF (2S,3R)- and (2S,3S)-2-AMINO-3-(3,4-DIHYDROXYPHENYL)-3-HYDROXYPROPANOIC ACID
    Yasuno, Yoko
    Yamaguchi, Shunsuke
    Karita, Yuma
    Sakai, Kenta
    Okamura, Hironori
    Nakayama, Atsushi
    Shinada, Tetsuro
    HETEROCYCLES, 2021, 103 (02) : 965 - 979
  • [30] SYNTHESIS OF (2S - 3R)-4-DIMETHYLAMINO-1,2-DIPHENYL-3-METHYL-2-PROPIONOXYBUTANE-1-C-14, D-PROPOXYPHENE-1-C-14
    KEPLER, JA
    TAYLOR, GF
    JOURNAL OF LABELLED COMPOUNDS, 1970, 6 (02): : 199 - &
12345