A CONVENIENT PREPARATION OF PROTECTED 3'-DEOXYGUANOSINE FROM GUANOSINE

被引：9

作者：

HE, GX

BISCHOFBERGER, N

机构：

[1] Gilead Sciences Inc., Foster City, CA 94404

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 39期

关键词：

D O I：

10.1016/0040-4039(95)01447-P

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Protected 3'-deoxyguanosine was synthesized from guanosine in five steps and 50% overall yield through reaction of the 2',3'-diol with alpha-acetoxyisobutyryl bromide followed by base treatment to form 2',3'-anhydroguanosine and subsequent selective reduction of the epoxide with LiHBEt(3).

引用

收藏

页码：6991 / 6994

页数：4

相关论文

共 24 条

[1] TRANSCRIPTION FROM BACTERIOPHAGE-T7 AND SP6 RNA-POLYMERASE PROMOTERS IN THE PRESENCE OF 3'-DEOXYRIBONUCLEOSIDE 5'-TRIPHOSPHATE CHAIN TERMINATORS [J].

AXELROD, VD ;

KRAMER, FR .

BIOCHEMISTRY, 1985, 24 (21) :5716-5723

[2]

BAZIN H, 1985, SYNTHESIS-STUTTGART, P1108

[3] CORDYCEPIN, A METABOLIC PRODUCT FROM CULTURES OF CORDYCEPS-MILITARIS (LINN) LINK .1. ISOLATION AND CHARACTERISATION [J].

CUNNINGHAM, KG ;

HUTCHINSON, SA ;

MANSON, W ;

SPRING, FS .

JOURNAL OF THE CHEMICAL SOCIETY, 1951, (SEP) :2299-2300

[4] OLIGODEOXYNUCLEOTIDES THAT CONTAIN 2',5'' LINKAGES - SYNTHESIS AND HYBRIDIZATION PROPERTIES [J].

DOUGHERTY, JP ;

RIZZO, CJ ;

BRESLOW, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (15) :6254-6255

[5] SYNTHESIS OF DNA VIA DEOXYNUCLEOSIDE H-PHOSPHONATE INTERMEDIATES [J].

FROEHLER, BC ;

NG, PG ;

MATTEUCCI, MD .

NUCLEIC ACIDS RESEARCH, 1986, 14 (13) :5399-5407

[6] NUCLEIC-ACID RELATED-COMPOUNDS .49. REGIOSPECIFIC AND STEREOSELECTIVE CONVERSION OF RIBONUCLEOSIDES TO 3'-DEOXYNUCLEOSIDES - A HIGH-YIELD 3-STAGE SYNTHESIS OF CORDYCEPIN FROM ADENOSINE [J].

HANSSKE, F ;

ROBINS, MJ .

TETRAHEDRON LETTERS, 1985, 26 (36) :4295-4298

[7] SELF-ASSOCIATION OF 2',5'-LINKED DEOXYNUCLEOTIDES - META-DNA [J].

HASHIMOTO, H ;

SWITZER, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (15) :6255-6256

[8] 3'-DEOXYNUCLEOSIDES .3. 3,-DEOXYGUANOSINE [J].

JENKINS, SR ;

HOLLY, FW ;

WALTON, E .

JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (08) :2851-&

[9] 2',5'-DNA CONTAINING GUANINE AND CYTOSINE FORMS STABLE DUPLEXES [J].

JUNG, KE ;

SWITZER, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (14) :6059-6061

[10] SYNTHESIS AND ANTIFUNGAL ACTIVITY OF 3'-DEOXYRIBONUCLEOSIDES [J].

KUMAR, A ;

KAHN, SI ;

MANGLANI, A ;

KHAN, ZK ;

KATTI, SB .

NUCLEOSIDES & NUCLEOTIDES, 1994, 13 (05) :1049-1058