SYNTHETIC STUDIES ON NEW SUGAR OXETANOSE - SYNTHESIS OF D-ERYTHROOXETANOSE AND ITS REACTION WITH SILYLATED ADENINE DERIVATIVE

被引：19

作者：

NISHIYAMA, S ^{[1
]}

OHGIYA, T ^{[1
]}

YAMAMURA, S ^{[1
]}

KATO, K ^{[1
]}

NAGAI, M ^{[1
]}

TAKITA, T ^{[1
]}

机构：

[1] NIPPON KAYAKU CO LTD,PHARMACEUT GRP,RES LABS,KITA KU,TOKYO 115,JAPAN

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 05期

关键词：

D O I：

10.1016/S0040-4039(00)94608-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Related to antiviral antibiotic oxetanocin, l.O-acetyl-β-D-erythrooxetanose was synthesized in two different methods, and coupling reaction with silylated adenine provided α- and β-L-threofuranozyl adenines via an unusual neighboring group participation. © 1990.

引用

页码：705 / 708

页数：4

共 8 条

[1] ALLYL ETHER AS A PROTECTING GROUP IN CARBONHYDRATE CHEMISTRY .2. [J].

GIGG, R ;

WARREN, CD .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (15) :1903-&

[2]

GUTHRIE RD, 1962, METHODS CARBOHYDR CH, V1, P445

[3] A FACILE SYNTHESIS OF 2-DEOXY-2-HYDROXYMETHYL-BETA-D-ERYTHROFURANOSYL NUCLEOSIDES FROM 9-(2-DEOXY-2-HYDROXYMETHYL-BETA-D-ERYTHROOXETANOSYL)ADENINE BY A NOVEL RING EXPANSION ACCOMPANYING TRANSGLYCOSIDATION [J].

KATO, K ;

MINAMI, T ;

TAKITA, T ;

NISHIYAMA, S ;

YAMAMURA, S ;

NAGANAWA, H .

TETRAHEDRON LETTERS, 1989, 30 (17) :2269-2270

[4] A NOVEL METHOD FOR THE SYNTHESIS OF ANOMERICALLY ALLYLATED C-GLYCOFURANOSIDES - AN UNUSUAL LEWIS ACID-CATALYZED REARRANGEMENT OF AN OXETANOSYL-N-GLYCOSIDE TO FURANOSYL-C-GLYCOSIDES [J].

KATO, K ;

MINAMI, T ;

TAKITA, T ;

NISHIYAMA, S ;

OHGIYA, T ;

YAMAMURA, S .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (15) :1037-1038

[5] SYNTHESIS OF TETROSE NUCLEOSIDES .I. ADENINE NUCLEOSIDES OF ERYTHROSE AND THREOSE [J].

MURRAY, DH ;

PROKOP, J .

JOURNAL OF PHARMACEUTICAL SCIENCES, 1967, 56 (07) :865-&

[6]

NAGAI M, UNPUB TETRAHEDRON LE

[7]

NAKAMURA H, 1986, J ANTIBIOT, V39, P1629

[8] SYNTHETIC STUDIES ON OXETANOCIN, A NOVEL NUCLEOSIDE WITH AN OXETANE RING SYNTHESIS OF SOME CHIRAL D-OXETANOSYL ACYLATES [J].

NISHIYAMA, S ;

YAMAMURA, S ;

KATO, K ;

TAKITA, T .

TETRAHEDRON LETTERS, 1988, 29 (37) :4739-4742

← 1 →