Synthesis of unsaturated carboacyclic nucleoside analogues via Mitsunobu reactions

被引：8

作者：

Du, JF ^{[1
]}

Wang, GY ^{[1
]}

机构：

[1] ICN Pharmaceut Inc, Chem Lab, Costa Mesa, CA 92626 USA

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2000年 / 19卷 / 5-6期

关键词：

D O I：

10.1080/15257770008033028

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

2-Substituted allyl alcohols 9 and 14 were prepared starting from butane-1,2,4-triol and glycerol, respectively. Mitsunobu condensations of 9 and 14 with purine and pyrimidine bases, followed by deprotection, afforded a number of acyclonucleosides having 4-hydroxy-2-methylenebutyl or 3,3-bis(hydroxymethyl)-2-methylenepropyl chain.

引用

收藏

页码：867 / 879

页数：13

相关论文

共 23 条

[1]

Agrofoglio L, 1998, ACYCLIC CARBOCYCLIC

[2]

ASHRY ESH, 1997, ADV HETEROCYCLIC CHE, V67, P391

[3]

ASHRY ESH, 1997, ADV HETEROCYCLIC CHE, V68, P1

[4]

ASHRY ESH, 1998, ADV HETEROCYCLIC CHE, V69, P129

[5] Antiretroviral activities of acyclic nucleoside phosphonates [9-(2-phosphonylmethoxyethyl)adenine, 9-(2-phosphonylmethoxyethyl) guanine, (R)-9-(2-phosphonylmethoxypropyl)adenine, and MDL 74,968] in cell cultures and murine sarcoma virus-infected newborn NMRI mice [J].

Balzarini, J ;

Vahlenkamp, T ;

Egberink, H ;

Hartmann, K ;

Witvrouw, M ;

Pannecouque, C ;

Casara, P ;

Nave, JF ;

DeClercq, E .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1997, 41 (03) :611-616

[6] SYNTHESIS OF (-)-NEPLANOCIN A FROM (R,R)-TARTARIC ACID [J].

BESTMANN, HJ ;

ROTH, D .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (01) :99-100

[7] SYNTHESIS AND ANTIVIRAL ACTIVITY OF RIGID ACYCLONUCLEOTIDE ANALOGS [J].

CASARA, PJ ;

ALTENBURGER, JM ;

TAYLOR, DL ;

TYMS, AS ;

KENNY, M ;

NAVE, JF .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (12) :1275-1280

[8] Acyclic nucleoside phosphonates in the chemotherapy of DNA virus and retrovirus infections [J].

De Clercq, E .

INTERVIROLOGY, 1997, 40 (5-6) :295-303

[9] Synthesis of unsaturated analogues of 9-[2-(phosphonomethoxy)propyl]guanine as antiviral agents [J].

Franchetti, P ;

AbuSheikha, G ;

Perlini, P ;

Farhat, F ;

Grifantini, M ;

Perra, G ;

Milia, C ;

Putzolu, M ;

LaColla, P ;

Marongiu, ME .

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 1997, 16 (10-11) :1921-1932

[10] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF UNSATURATED CARBOACYCLIC PURINE NUCLEOSIDE ANALOGS [J].

HAINES, DR ;

TSENG, CKH ;

MARQUEZ, VE .

JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (05) :943-947