IMPROVED LIPASE-MEDIATED RESOLUTION OF MANDELIC-ACID ESTERS BY MULTIVARIATE INVESTIGATION OF EXPERIMENTAL FACTORS

被引:20
作者
EBERT, C
FERLUGA, G
GARDOSSI, L
GIANFERRARA, T
LINDA, P
机构
[1] Dipartimento di Scienze Farmaceutiche, Università Trieste, 34127 Trieste
关键词
D O I
10.1016/S0957-4166(00)82188-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Lipase catalyzed stereoselective acylation of butyl mandelate was studied. The determining role of solvent and acylating agent was pointed out and a considerable inhibitory effect due to mandelic acid was observed by screening different lipases. Finally, the performance of the reaction was appreciably improved thank to a multivariate approach.
引用
收藏
页码:903 / 912
页数:10
相关论文
共 26 条
  • [1] Allen C.F.H., 1955, ORG SYNTH, V3, P203
  • [2] USE OF CARBOXYLIC-ACIDS AS CHIRAL SOLVATING AGENTS FOR THE DETERMINATION OF OPTICAL PURITY OF CHIRAL AMINES BY NMR-SPECTROSCOPY
    BENSON, SC
    CAI, P
    COLON, M
    HAIZA, MA
    TOKLES, M
    SNYDER, JK
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (22) : 5335 - 5341
  • [3] ENZYMATIC ACYLATION USING ACID ANHYDRIDES - CRUCIAL REMOVAL OF ACID
    BERGER, B
    RABILLER, CG
    KONIGSBERGER, K
    FABER, K
    GRIENGL, H
    [J]. TETRAHEDRON-ASYMMETRY, 1990, 1 (08) : 541 - 546
  • [4] RESOLUTION OF SECONDARY ALCOHOLS USING LIPASE IN DIISOPROPYL ETHER
    BEVINAKATTI, HS
    BANERJI, AA
    NEWADKAR, RV
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (10) : 2453 - 2455
  • [5] CHEMOMETRIC OPTIMIZATION OF AN ASYMMETRIC REDUCTION CATALYZED BY BAKERS-YEAST
    BOCCU, E
    EBERT, C
    GARDOSSI, L
    GIANFERRARA, T
    LINDA, P
    [J]. BIOTECHNOLOGY AND BIOENGINEERING, 1990, 35 (09) : 928 - 934
  • [6] BOCCU E, 1991, IL FARMACO, V46, P565
  • [7] Box GE., 1987, EMPIRICAL MODEL BUIL
  • [8] LIPASE-MEDIATED RESOLUTIONS OF SPAC REACTION-PRODUCTS
    BURGESS, K
    HENDERSON, I
    [J]. TETRAHEDRON-ASYMMETRY, 1990, 1 (02) : 57 - 60
  • [9] NADH MIMICS FOR THE STEREOSELECTIVE REDUCTION OF BENZOYLFORMATES TO THE CORRESPONDING MANDELATES
    BURGESS, VA
    DAVIES, SG
    SKERLJ, RT
    [J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (05) : 299 - 328
  • [10] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS
    CHEN, CS
    FUJIMOTO, Y
    GIRDAUKAS, G
    SIH, CJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) : 7294 - 7299