ENZYMATIC RESOLUTION OF ACYLATES OF PROCHIRAL PHENOLIC 1-ARYL-1,2,3,4-TETRAHYDROISOQUINOLINOLS AND 1-ARYLALKYL-1,2,3,4-TETRAHYDROISOQUINOLINOLS, WHICH POSSESS A GUAIACOL-TYPE MOIETY, BY USE OF IMMOBILIZED LIPASE IN ORGANIC-SOLVENT

被引：11

作者：

HOSHINO, O

TANAHASHI, R

OKADA, M

AKITA, H

OISHI, T

机构：

[1] TOHO UNIV,FAC PHARMACEUT SCI,FUNABASHI,CHIBA 274,JAPAN

[2] MEIJI COLL PHARM,SETAGAYA KU,TOKYO 154,JAPAN

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 05期

关键词：

D O I：

10.1016/S0957-4166(00)80135-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Enzymatic resolution of acylates of prochiral phenolic 1-aryl- and 1-arylalkyl-1,2,3,4-tetrahydroisoquinolinols, which possess a guaiacol-type moiety by use of lipase immobilized with celite in water-saturated organic solvent gave the corresponding acylates and phenols in moderate optical yields.

引用

收藏

页码：933 / 942

页数：10

相关论文

共 26 条

[1]

ADETUNJI JA, 1983, J NAT PRODUCTS, V46, P127

[2] OPIUM ALKALOIDS .2. ISOLATION AND CHARACTERIZATION OF CODAMINE [J].

BROCHMAN.E ;

NIELSEN, B ;

UTZINGER, GE .

JOURNAL OF PHARMACEUTICAL SCIENCES, 1965, 54 (10) :1531-&

[3] SYNTHESIS AND ABSOLUTE CONFIGURATION OF CRYPTOSTYLINES I, II, AND III [J].

BROSSI, A ;

TEITEL, S .

HELVETICA CHIMICA ACTA, 1971, 54 (06) :1564-&

[4] RECENT ADVANCES IN THE USE OF ENZYME-CATALYZED REACTIONS IN ORGANIC RESEARCH - THE SYNTHESIS OF BIOLOGICALLY-ACTIVE NATURAL-PRODUCTS AND ANALOGS [J].

BUTT, S ;

ROBERTS, SM .

NATURAL PRODUCT REPORTS, 1986, 3 (05) :489-503

[5] BAKERS-YEAST MEDIATED TRANSFORMATIONS IN ORGANIC-CHEMISTRY [J].

CSUK, R ;

GLANZER, BI .

CHEMICAL REVIEWS, 1991, 91 (01) :49-97

[6] NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].

DALE, JA ;

MOSHER, HS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519

[7]

FABER K, 1992, SYNTHESIS-STUTTGART, P895

[8] PREPARATION OF OPTICALLY-ACTIVE 2,2'-DIHYDROXY-1,1'-BINAPHTHYL VIA MICROBIAL RESOLUTION OF THE CORRESPONDING RACEMIC DIESTER [J].

FUJIMOTO, Y ;

IWADATE, H ;

IKEKAWA, N .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (19) :1333-1334

[9]

HARA H, 1986, CHEM PHARM BULL, V34, P1924

[10] IMMOBILIZED LIPASE CATALYZED-HYDROLYSIS OF LABILE ACETATE - ENANTIOSELECTIVE HYDROLYSIS OF (+/-)-4-ACETOXY-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-2-METHYLISOQUINOLINE [J].

HOSHINO, O ;

ITOH, K ;

UMEZAWA, B ;

AKITA, H ;

OISHI, T .

TETRAHEDRON LETTERS, 1988, 29 (05) :567-568