A high-yielding synthetic method for the condensates of threo-(1S,2S)-2-amino-1-4'-nitrophenyl-1,3-propanediol and some ketones

被引:0
作者
Shan, Z.-X. [1 ]
Wan, B.-Y. [1 ]
Wang, G.-P. [1 ]
机构
[1] Coll. of Chemistry and Molecule Sci., Wuhan University, Wuhan 430072, Hubei, China
来源
Wuhan Daxue Xuebao/Journal of Wuhan University | 2001年 / 47卷 / 02期
关键词
D O I
暂无
中图分类号
学科分类号
摘要
A convenient preparative method of the condensates of threo- (1S,2S)-2-amino-1-4'-nitrophenyl-1,3-propanediol with some ketones was described. Threo-(1S,2S)-2-amino-1-4'-nitrophenyl-1, 3-propanediol reacted azeotropically with some aliphatic ketones or alicyclic ketones in toluene or xylene, and then treated with diethyl ether to offer almost quantitatively crystalline condensates.
引用
收藏
页码:165 / 168
相关论文
共 50 条
[21]   DIRECT CONVERSION OF (1S,2S)-2-AMINO-1-[(4-METHYLTHIO)PHENYL]-1,3-PROPANEDIOL INTO ITS ENANTIOMER FOR EFFICIENT SYNTHESIS OF THIAMPHENICOL AND FLORFENICOL [J].
GIORDANO, C ;
CAVICCHIOLI, S ;
LEVI, S ;
VILLA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (21) :6114-6118
[22]   A new and practical method for preparing enantiomerically pure [1,1′-binaphthalene]-2,2′-diol:: Resolution of racemic [1,1′-binaphthalene]-2,2′-diol with threo-(1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol-cyclohexanone condensate [J].
Liu, DJ ;
Shan, ZX ;
Liu, F ;
Xiao, C ;
Lu, GJ ;
Qin, JG .
HELVETICA CHIMICA ACTA, 2003, 86 (01) :157-163
[23]   ELECTROCHEMICAL AND ANTIBACTERIAL BEHAVIOR OF DERIVATIVES OF (1S, 2S) - 2 AMINO- 1- (4-NITROPHENYL) - PROPANE-1,3-DIOL [J].
Cristea, Cecilia ;
Voiculescu, G. ;
Jitaru, Maria ;
Moinet, C. .
SCIENTIFIC STUDY AND RESEARCH-CHEMISTRY AND CHEMICAL ENGINEERING BIOTECHNOLOGY FOOD INDUSTRY, 2006, 7 (01) :209-216
[24]   ENANTIOSELECTIVE SYNTHESES OF (2S)-1-BENZYLOXY-2,3-PROPANEDIOL AND (2R)-1-AMINO-2,3-PROPANEDIOL FROM GLYCEROL [J].
HSU, CY ;
LIN, YS ;
UANG, BJ .
TETRAHEDRON-ASYMMETRY, 1990, 1 (04) :219-220
[25]   An economic, practical access to enantiopure 1,1′-bi-2-naphthols:: enantioselective complexation of threo-(1S,2S)-N-benzyl-N,N-dimethyl[1,3-dihydroxy-1-(4′-nitrophenyl)1-2-propylammonium chloride [J].
Ha, WZ ;
Shan, ZX .
TETRAHEDRON-ASYMMETRY, 2006, 17 (05) :854-859
[26]   SYNTHESIS AND CHIRAL-OPTICAL PROPERTIES OF SCHIFF-BASES FROM (+)-THREO-1-(4-NITROPHENYL)-2-AMINO-1,3-PROPANEDIOL [J].
POTAPOV, VM ;
DEMYANOVICH, VM ;
ZAITSEV, VP ;
SHARIPOVA, SK .
ZHURNAL ORGANICHESKOI KHIMII, 1990, 26 (12) :2574-2579
[27]   Synthesis of isomeric 2-oxazolidinones from (1R,2R)- and (1S,2S)-2-amino-1-(4-nitrophenyl)-1,3-propanediols [J].
Madesclaire, M. ;
Zaitsev, V. P. ;
Zaitseva, J. V. ;
Sharipova, S. Kh. .
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2007, (10) :1562-1570
[28]   Synthesis of isomeric 2-oxazolidinones from (1R,2R)-and (1S,2S)-2-amino-1-(4-nitrophenyl)-1,3-propanediols [J].
Madesclaire M. ;
Zaitsev V.P. ;
Zaitseva J.V. ;
Sharipova S.Kh. .
Chemistry of Heterocyclic Compounds, 2007, 43 (10) :1325-1332
[29]   (1S*,2S*)-(+)-2-amino-1-[4-(methylsulfanyl)phenyl]propane-1,3-diol [J].
Samas, B ;
Macikenas, D ;
Blackburn, AC .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 :O2793-O2794
[30]   Practical synthesis of threo-(1S, 2S)- and erythro-(1R, 2S)-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol (PPMP) from L-serine [J].
Nishida, A ;
Sorimachi, H ;
Iwaida, M ;
Matsumizu, M ;
Kawate, T ;
Nakagawa, M .
SYNLETT, 1998, (04) :389-+