CsF in organic synthesis. The first and convenient synthesis of enantiopure bisoprolol by use of glycidyl nosylate

被引：17

作者：

Kitaori, K

Furukawa, Y

Yoshimoto, H

Otera, J

机构：

[1] Daiso Co Ltd, Res Labs, Amgasaki, Hyogo 6600842, Japan

[2] Okayama Univ Sci, Dept Appl Chem, Okayama 7000005, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 20期

关键词：

D O I：

10.1016/S0040-4039(98)00452-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The regioselective substitution of glycidyl nosylate with phenols is catalyzed by CsF in the presence of K2CO3 in DMF; this reaction enables the first and convenient synthesis of enantiopure bisoprolol. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：3173 / 3176

页数：4

共 18 条

[1] S-[1-(2,3-DIAMINOPHENOXY)]-3'-(N-TERT-BUTYLAMINO)PROPAN-2'-OL - SIMPLIFIED ASYMMETRIC-SYNTHESIS WITH CD AND CHIRAL HPLC ANALYSIS
AIGBIRHIO, F
PIKE, VW
FRANCOTTE, E
WATERS, SL
BANFIELD, B
JAEGGI, KA
DRAKE, A
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (04) : 539 - 554
[2] Synthesis and in vitro and in vivo characteristics of an iodinated analogue of the beta-adrenoceptor antagonist carazolol
Dubois, EA
vandenBos, JC
Doornbos, T
vanDoremalen, PAPM
Somsen, GA
Vekemans, JAJM
Janssen, AGM
Batink, HD
Boer, GJ
Pfaffendorf, M
vanRoyen, EA
vanZwieten, PA
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (17) : 3256 - 3262
[3] HAEUSLER G, 1986, J CARDIOVASC PHARM, V8, pS2
[4] Stereoselective pharmacokinetics of bisoprolol after intravenous and oral administration in Beagle dogs
Horikiri, Y
Suzuki, T
Mizobe, M
[J]. JOURNAL OF PHARMACEUTICAL SCIENCES, 1997, 86 (05) : 560 - 564
[5] ISOLATION OF (S)-2,3-DICHLORO-1-PROPANOL ASSIMILATING BACTERIUM, ITS CHARACTERIZATION, AND ITS USE IN PREPARATION OF (R)-2,3-DICHLORO-1-PROPANOL AND (S)-EPICHLOROHYDRIN
KASAI, N
TSUJIMURA, K
UNOURA, K
SUZUKI, T
[J]. JOURNAL OF INDUSTRIAL MICROBIOLOGY, 1992, 10 (01): : 37 - 43
[6] KASAI N, IN PRESS J MOL CAT
[7] KLUDER JM, 1989, J ORG CHEM, V54, P1295
[8] CHARACTERIZATION OF [H-3](+/-)CARAZOLOL BINDING TO BETA-ADRENERGIC RECEPTORS - APPLICATION TO STUDY OF BETA-ADRENERGIC-RECEPTOR SUBTYPES IN CANINE VENTRICULAR MYOCARDIUM AND LUNG
MANALAN, AS
BESCH, HR
WATANABE, AM
[J]. CIRCULATION RESEARCH, 1981, 49 (02) : 326 - 336
[9] CsF in organic synthesis. Inversion of secondary mesylates and tosylates
Otera, J
Nakazawa, K
Sekoguchi, K
Orita, A
[J]. TETRAHEDRON, 1997, 53 (40) : 13633 - 13640
[10] CSF IN ORGANIC-SYNTHESIS - MALONIC ESTER SYNTHESIS REVISITED FOR STEREOSELECTIVE CARBON-CARBON BOND FORMATION
SATO, T
OTERA, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (08) : 2627 - 2629

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