Preparation of (R)-(-)- and (S)-(+)-3-hydroxymethyl-1-tetralone tosylates, key intermediates in the synthesis of new CNS drugs, via resolution of precursors

被引：19

作者：

Caro, Y ^{[1
]}

Masaguer, CF ^{[1
]}

Raviña, E ^{[1
]}

机构：

[1] Univ Santiago de Compostela, Fac Farm, Lab Quim Farmaceut, Dept Quim Organ, E-15782 Santiago De Compostela, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 03期

关键词：

D O I：

10.1016/S0957-4166(02)00822-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The preparation of (R)-(-)- and (S)-(+)-3-hydroxymethyl-1-tetralone tosylates, key intermediates in the synthesis of new CNS drugs in the aminobutyrophenone family, has been developed via classical resolutions or lipase-catalyzed kinetic resolution of one of their precursors. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：381 / 387

页数：7

共 28 条

[1] BARLOCO D, Patent No. 0027815
[2] LEAST-SQUARES ABSOLUTE-STRUCTURE REFINEMENT - PRACTICAL EXPERIENCE AND ANCILLARY CALCULATIONS
BERNARDINELLI, G
FLACK, HD
[J]. ACTA CRYSTALLOGRAPHICA SECTION A, 1985, 41 (SEP): : 500 - 511
[3] ANHYDRIDES AS ACYLATING AGENTS IN LIPASE-CATALYZED STEREOSELECTIVE ESTERIFICATION OF RACEMIC ALCOHOLS
BIANCHI, D
CESTI, P
BATTISTEL, E
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23) : 5531 - 5534
[4] New serotonin 5-HT2A, 5-HT2B, and 5-HT2c receptor antagonists:: Synthesis, pharmacology, 3D-QSAR, and molecular modeling of (aminoalkyl)benzo and heterocycloalkanones
Brea, J
Rodrigo, J
Carrieri, A
Sanz, F
Cadavid, MI
Enguix, MJ
Villazón, M
Mengod, G
Caro, Y
Masaguer, CF
Raviña, E
Centeno, NB
Carotti, A
Loza, MI
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (01) : 54 - 71
[5] Schizophrenia: Genesis, receptorology and current therapeutics
Capuano, B
Crosby, IT
Lloyd, EJ
[J]. CURRENT MEDICINAL CHEMISTRY, 2002, 9 (05) : 521 - 548
[6] 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
[7] ABSOLUTE STERIC COURSE OF HYDROLYSIS BY ALPHA-CHYMOTRYPSIN . ESTERS OF ALPHA-BENZYLSUCCINIC ALPHA-METHYL-BETA-PHENYLPROPIONIC AND ALPHA-METHYLSUCCINIC ACIDS
COHEN, SG
MILOVANOVIC, A
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (13) : 3495 - +
[8] SYNTHESIS AND ANTIDOPAMINERGIC ACTIVITY OF SOME 3-(AMINOMETHYL)TETRALONES AS ANALOGS OF BUTYROPHENONE
CORTIZO, L
SANTANA, L
RAVINA, E
ORALLO, F
FONTENLA, JA
CASTRO, E
CALLEJA, JM
DECEBALLOS, ML
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (07) : 2242 - 2247
[9] SEROTONIN RECEPTOR SUBTYPES - IMPLICATIONS FOR PSYCHOPHARMACOLOGY
COWEN, PJ
[J]. BRITISH JOURNAL OF PSYCHIATRY, 1991, 159 : 7 - 14
[10] SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF SC-53228, A LEUKOTRIENE B4 RECEPTOR ANTAGONIST WITH HIGH INTRINSIC POTENCY AND SELECTIVITY
DJURIC, SW
DOCTER, SH
YU, SS
SPANGLER, D
TSAI, BS
ANGLIN, CP
GAGINELLA, TS
KACHUR, JF
KEITH, RH
MAZIASZ, TJ
VILLANIPRICE, D
RAO, TS
WALSH, RE
WIDOMSKI, DL
FRETLAND, DJ
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (06) : 811 - 816

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