Synthesis of 2′-O-substituted ribonucleosides

被引：9

作者：

Serebryany, V ^{[1
]}

Beigelman, L ^{[1
]}

机构：

[1] Ribozyme Pharmaceut Inc, Boulder, CO 80301 USA

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2003年 / 22卷 / 5-8期

关键词：

D O I：

10.1081/NCN-120022724

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：

An efficient synthesis of 2'-O-substituted ribonucleosides, including 2'-O-TBDMS and 2'-O-TOM protected as well as 2'-O-Me and 2'-O-allyl derivatives is presented. Di-t-butylsilylene group was employed for simultaneous protection of 3'- and 5'-hydroxyl functions of nucleoside on the first step. Subsequent silylation or alkylation of free 2'-OH followed by introduction of suitable protection on the base moiety and removal of cyclic silyl protection gave target compounds in a high yield.

引用

页码：1007 / 1009

页数：3

共 50 条

[41] Enantioresolution and absolute stereochemistry of o-substituted diphenylmethanols
Kuwahara, S
Watanabe, M
Harada, N
Koizumi, M
Ohkuma, T
ENANTIOMER, 2000, 5 (01): : 109 - 114
[42] Synthesis, characterization, and analytical applications of o-substituted benzoic acid chelating resin
Department of Chemistry, Veer Narmad South Gujarat University, Surat, Gujarat, India
不详
Iran Polym J Eng Ed, 2006, 10 (809-819):
[43] SYNTHESIS OF o-SUBSTITUTED BENZOPHENONES AND 1,2-PHENYLETHANONES FROM ISOCOUMARINS
Manivel, P.
Roopan, S. Mohana
Khan, F. Nawaz
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 18 (01) : 21 - 24
[44] The synthesis and characterisation of novel o-substituted benzyldi-t-butylphosphine-boranes
Allan, Kathryn M.
Spencer, John L.
TETRAHEDRON LETTERS, 2009, 50 (07) : 834 - 835
[45] Design, facile synthesis and anthelmintic activity of new O-substituted 6-methoxybenzothiazole-2-carbamates
Omar, A. Mohsen M. E.
Aboulwafa, Omaima M.
Issa, Doaa A. E.
El-Shokrofy, May M. S.
Amr, May E.
El-Ashmawy, Ibrahim M.
MEDCHEMCOMM, 2015, 6 (05) : 795 - 805
[46] SYNTHESIS OF 2'-O-PARA-NITROPHENYLETHYLSULFONYL-RIBONUCLEOSIDES
PFISTER, M
PFLEIDERER, W
NUCLEOSIDES & NUCLEOTIDES, 1987, 6 (1-2): : 505 - 507
[47] Synthesis of heterocyclic compounds from o-substituted anilines under microwave irradiation
Khajavi, MS
Hajihadi, M
Naderi, R
JOURNAL OF CHEMICAL RESEARCH-S, 1996, (02): : 92 - 93
[48] PREPARATION AND SYNTHETIC UTILITY OF O-SUBSTITUTED NORMETHYLMORPHINES
BOROWITZ, IJ
DIAKIW, V
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1975, 12 (06) : 1123 - 1126
[49] REACTIONS OF CYTOSINE AND CYTIDINE WITH O-SUBSTITUTED HYDROXYLAMINES
SCHALKE, PM
HALL, CD
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (23): : 2417 - 2422
[50] Synthesis, characterization and enzyme inhibition study of O-substituted derivatives of chlorinated coumarin
Aziz-ur-Rehman
Magsi, Sehreen
Abbasi, Muhammad Athar
Rasool, Shahid
Malik, Abdul
Hussain, Ghulam
Ashraf, Muhammad
Khalid, Noreen
PAKISTAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2014, 27 (02) : 271 - 278

← 1 2 3 4 5 →