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

[1] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 3-(4'-ARYL-2'-THIAZOLYL)-2,4-DIOXO-1,2,3,4-TETRAHYDROQUINAZOLINES AND 2-(4'-ARYL-2'-THIAZOLYLAMINO)-4-OXO-4H-3,1-BENZOXAZINES FROM METHYL N-(4-ARYL-2-THIAZOLYL)DITHIOCARBAMATES
KHAN, RH
RASTOGI, RC
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1993, 32 (05): : 595 - 598
[2] Synthesis and characterization of aryl-2,2,2-trifluoroethyl sulfites
Narula, SP
Kaur, S
Shankar, R
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1995, 107 (1-4) : 49 - 56
[3] Towards 2',3'-dideoxynucleoside libraries: synthesis of 3'-alkylthio analogues from an a,a-Unsaturated aldehyde
Tetrahedron Lett, 42 (7619):
[4] Sustainable Protocol for the Synthesis of 2′,3′-Dideoxynucleoside and 2′,3′-Didehydro-2′,3′-dideoxynucleoside Derivatives
Martin-Nieves, Virginia
Sanghvi, Yogesh S.
Fernandez, Susana
Ferrero, Miguel
MOLECULES, 2022, 27 (13):
[5] Synthesis of N-homobicyclic dideoxynucleoside analogues
Swamy, N. Raghavendra
Suryakiran, N.
Naidu, P. Paradesi
Venkateswarlu, Y.
CARBOHYDRATE RESEARCH, 2012, 352 : 191 - 196
[6] Asymmetric synthesis of 4′-C-benzyl-2′,3′-dideoxynucleoside analogues from 3-benzyl-2-hydroxy-2-cyclopenten-1-one
Jogi, Artur
Ilves, Marit
Paju, Anne
Pehk, Tonis
Kailas, Tiiu
Muurisepp, Aleksander-Mati
Lopp, Margus
TETRAHEDRON-ASYMMETRY, 2008, 19 (05) : 628 - 634
[7] Synthesis, antimycobacterial screening and molecular docking studies of 4-aryl-4′-methyl-2′-aryl-2,5′-bisthiazole derivatives
Yogita K. Abhale
Abhijit D. Shinde
Keshav K. Deshmukh
Laxman Nawale
Dhiman Sarkar
Prafulla B. Choudhari
Santosh S. Kumbhar
Pravin C. Mhaske
Medicinal Chemistry Research, 2017, 26 : 2889 - 2899
[8] Synthesis, antimycobacterial screening and molecular docking studies of 4-aryl-4′-methyl-2′-aryl-2,5′-bisthiazole derivatives
Abhale, Yogita K.
Shinde, Abhijit D.
Deshmukh, Keshav K.
Nawale, Laxman
Sarkar, Dhiman
Choudhari, Prafulla B.
Kumbhar, Santosh S.
Mhaske, Pravin C.
MEDICINAL CHEMISTRY RESEARCH, 2017, 26 (11) : 2889 - 2899
[9] Towards 2',3'-dideoxynucleoside libraries: Synthesis of 3'-alkylthio analogues from an alpha beta-unsaturated aldehyde
Singh, SK
Parmar, VS
Wengel, J
TETRAHEDRON LETTERS, 1996, 37 (42) : 7619 - 7622
[10] Synthesis of novel 2′,3′-didehydro-2′,3′-dideoxynucleoside
Yadava, VS
ASIAN JOURNAL OF CHEMISTRY, 2005, 17 (04) : 2857 - 2859

← 1 2 3 4 5 →