NEW PEPTIDE-SYNTHESIS USING THE OZONOLYSATE OF 2-(1-PHTHALIMIDO)ALKYL-5-PHENYLOXAZOLES

被引：6

作者：

KASHIMA, C

OKADA, R

ARAO, H

机构：

[1] Department of Chemistry, University of Tsukuba, Tsukuba, Ibaraki

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1991年 / 28卷 / 05期

关键词：

D O I：

10.1002/jhet.5570280515

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

It was proved that 2-(1-phthalimido)alkyl-5-phenyloxazoles 3 were useful synthetic intermediates for peptide synthesis, where the oxazole ring acted as not only the carboxyl protecting group but also the carboxyl activating group upon ozonolysis.

引用

页码：1241 / 1244

页数：4

共 10 条

[1] A PROCEDURE FOR PHTHALOYLATION UNDER MILD CONDITIONS [J].

BOSE, AK ;

GREER, F ;

PRICE, CC .

JOURNAL OF ORGANIC CHEMISTRY, 1958, 23 (09) :1335-1338

[2] INFLUENCE OF OPTICALLY ACTIVE ACYL GROUPS ON THE ENZYMATIC HYDROLYSIS OF N-ACYLATED-L-AMINO ACIDS [J].

FU, SCJ ;

BIRNBAUM, SM ;

GREENSTEIN, JP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (23) :6054-6058

[3] FURTHER STUDIES ON N-ACYLAMINO ACID ESTERS OF 4-(METHYLTHIO)PHENOL [J].

JOHNSON, BJ ;

RUETTING.TA .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (01) :255-&

[4]

KASHIMA C, 1989, SYNTHESIS-STUTTGART, P873

[5] LITHIATED 2-METHYL-5-PHENYLOXAZOLES, FORMATION AND REACTIONS WITH ELECTROPHILES [J].

KASHIMA, C ;

ARAO, H ;

OKADA, R .

HETEROCYCLES, 1990, 30 (01) :487-492

[6] CONVENIENT SYNTHESIS OF MIXED ANHYDRIDES BY THE OZONOLYSIS OF OXAZOLES [J].

KASHIMA, C ;

HIBI, S ;

HARADA, K ;

OMOTE, Y .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (03) :529-533

[7] DEUTERIOFORMYLATION BY THE OZONOLYSIS OF 2-DEUTERIO-5-PHENYLOXAZOLES OR 5-DEUTERIO-2-PHENYLOXAZOLES [J].

KASHIMA, C ;

ARAO, H .

HETEROCYCLES, 1990, 31 (08) :1513-1516

[8] OZONOLYSIS OF 5-MEMBERED HETEROCYCLES [J].

KASHIMA, C ;

HIBI, S ;

MARUYAMA, T ;

HARADA, K ;

OMOTE, Y .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1987, 24 (03) :637-639

[9] FORMYLATION REACTION USING THE OZONOLYSATE OF OXAZOLE [J].

KASHIMA, C ;

ARAO, H ;

HIBI, S ;

OMOTE, Y .

TETRAHEDRON LETTERS, 1989, 30 (12) :1561-1562

[10]

LANDINI D, 1976, SYNTHESIS-STUTTGART, P389

← 1 →