Synthesis of 4′-aryl-2′,3′-dideoxynucleoside analogues

被引：19

作者：

Jogi, Artur ^{[1
]}

Paju, Anne ^{[1
]}

Pehk, Tonis ^{[2
]}

Kailas, Tiiu ^{[1
]}

Mueuerisepp, Aleksander-Mati ^{[1
]}

Lopp, Margus ^{[1
]}

机构：

[1] Tallinn Univ Technol, Fac Sci, Dept Chem, EE-19086 Tallinn, Estonia

[2] NICPB, EE-12618 Tallinn, Estonia

来源：

TETRAHEDRON | 2009年 / 65卷 / 15期

关键词：

ANTI-HIV ACTIVITY; ASYMMETRIC-SYNTHESIS; ANTICANCER EVALUATION; DNA-SYNTHESIS; TETRAHYDROFURAN; NUCLEOSIDE; LIGNAN; AGENT;

D O I：

10.1016/j.tet.2009.02.010

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 4'-aryl-2',3'-dideoxynucleoside analogues were synthesized from optically pure 5-oxo-2-aryltetrahydrofuran-2-carboxylic acids up to 62% overall yield, 5-Oxo-2-aryl-tetrahydrofuran-2-carboxylic acids were obtained from 2-hydroxy-3-arylcyclopent-2-en-1-ones by asymmetric oxidation in up to 38-57% yield. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：2959 / 2965

页数：7

共 50 条

[21] Synthesis of 4-aryl-3(5)-(2-hydroxyphenyl)pyrazoles by reaction of isoflavones and their 4-thio analogues with hydrazine derivatives
Levai, Albert
Silva, Artur M. S.
Cavaleiro, Jose A. S.
Elguero, Jose
Alkorta, Ibon
Jeko, Jozsef
AUSTRALIAN JOURNAL OF CHEMISTRY, 2007, 60 (12) : 905 - 914
[22] A facile route to sterically hindered and non-hindered 4′-aryl-2,2′:6′,2"-terpyridines
Wang, JH
Hanan, GS
SYNLETT, 2005, (08) : 1251 - 1254
[23] SYNTHESIS OF 2-ANILINO-3-ARYL-QUINAZOLONES-4
DYMEK, W
LUCKASOB.B
DISSERTATIONES PHARMACEUTICAE ET PHARMACOLOGICAE, 1965, 17 (02): : 195 - &
[24] Synthesis and biological evaluation of 2′,4′- and 3′,4′-bridged nucleoside analogues
Nicolaou, K. C.
Ellery, Shelby P.
Rivas, Fatima
Saye, Karen
Rogers, Eric
Workinger, Tyler J.
Schallenberger, Mark
Tawatao, Rommel
Montero, Ana
Hessell, Ann
Romesberg, Floyd
Carson, Dennis
Burton, Dennis
BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (18) : 5648 - 5669
[25] Synthesis and binding affinities of 2β-(3-iodoallyloxycarbonyl)3β-(4-substituted-aryl)tropane analogues as ligands for the dopamine transporter studies
Chung, KH
Lim, CH
Lee, DR
Jin, CB
Chi, DY
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (23) : 3077 - 3080
[26] Synthesis and reactions of some 3′,4′-unsaturated 2′,3′-secouridine analogues
Kikuchi, S
Maekawa, T
Minamoto, K
Tanigawa, K
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 1998, 17 (08): : 1365 - 1372
[27] SYNTHESIS OF 2-ARYL + 2-ARYL-3-METHYL-DECAHYDRO-QUINOLIN-4-ONES
BALIAH, V
NATARAJAN, A
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1981, 20 (09): : 830 - 830
[28] An H-phosphonate strategy for the synthesis of 2',3'-dideoxynucleoside triphosphates and homodinucleotides
Qi Sun
Si Liu
Jian Sun
Shan-Shan Gong
Chinese Chemical Letters, 2014, (03) : 427 - 430
[29] An H-phosphonate strategy for the synthesis of 2′,3′-dideoxynucleoside triphosphates and homodinucleotides
Sun, Qi
Liu, Si
Sun, Jian
Gong, Shan-Shan
CHINESE CHEMICAL LETTERS, 2014, 25 (03) : 427 - 430
[30] Synthesis of conjugates of 2′,3′-dideoxynucleoside-5′-monophosphates with α-amino acids
Zhernosek, E. V.
Kvach, S. V.
Eroshevskaya, L. A.
Kalinichenko, E. N.
Zinchenko, A. I.
CHEMISTRY OF NATURAL COMPOUNDS, 2006, 42 (02) : 208 - 211

← 1 2 3 4 5 →