A CONVERGENT SYNTHESIS OF 2'-O-METHYL URIDINE

被引：20

作者：

PARMENTIER, G ^{[1
]}

SCHMITT, G ^{[1
]}

DOLLE, F ^{[1
]}

LUU, B ^{[1
]}

机构：

[1] UNIV STRASBOURG 1,CTR NEUROCHIM,CNRS,CHIM ORGAN SUBS NAT LAB,F-67084 STRASBOURG,FRANCE

来源：

TETRAHEDRON | 1994年 / 50卷 / 18期

关键词：

D O I：

10.1016/S0040-4020(01)80693-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convergent synthesis of 2'-O-methyl uridine (1) is described. The key steps in our synthesis are: (1) a facile obtention of the 2'-O-methyl sugar synthon using totally selective and efficient methylation conditions; (2) a stereoselective high-yield condensation with an uracil derivative, yielding the desired beta-form.

引用

页码：5361 / 5368

页数：8

共 50 条

[11] SYNTHESIS OF BERGAPTENE [O-METHYL C-14] AND [O-METHYL H-3] AND OF TABERNANTHINE [O-METHYL C-14]
BAC, NV
AUDINOT, M
PICHAT, L
HERBERT, M
XUONG, ND
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1981, 18 (11): : 1703 - 1708
[12] Synthesis of Aminoglycoside-2′-O-Methyl Oligoribonucleotide Fusions
Granqvist, Lotta
Kraszewski, Andrzej
Tahtinen, Ville
Virta, Pasi
MOLECULES, 2017, 22 (05):
[13] A concise synthesis of 4′-O-methyl honokiol
Denton, Ross M.
Scragg, James T.
Saska, Jan
TETRAHEDRON LETTERS, 2011, 52 (20) : 2554 - 2556
[14] Total synthesis of (±)-O-methyl PD 116740
Hauser, FM
Dorsch, WA
Mal, D
ORGANIC LETTERS, 2002, 4 (13) : 2237 - 2239
[15] SYNTHESIS AND HYBRIDIZATION STUDIES ON 2 COMPLEMENTARY NONA(2'-O-METHYL)RIBONUCLEOTIDES
INOUE, H
HAYASE, Y
IMURA, A
IWAI, S
MIURA, K
OHTSUKA, E
NUCLEIC ACIDS RESEARCH, 1987, 15 (15) : 6131 - 6148
[16] Synthesis of a Morpholino Nucleic Acid (MNA)-Uridine Phosphoramidite, and Exon Skipping Using MNA/2′-O-Methyl Mixmer Antisense Oligonucleotide
Chen, Suxiang
Le, Bao T.
Rahimizadeh, Kamal
Shaikh, Khalil
Mohal, Narinder
Veedu, Rakesh N.
MOLECULES, 2016, 21 (11)
[17] An efficient process for synthesis of 2′-O-methyl and 3′-O-methyl guanosine from 2-aminoadenosine using diazomethane and the catalyst stannous chloride
Kore, AR
Parmar, G
Reddy, S
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2006, 25 (03): : 307 - 314
[18] An expeditious synthesis of 3′-α-carboxymethyl-2′-O-methyl ribonucleosides
von Matt, P
Lochmann, T
Kesselring, R
Altmann, KH
TETRAHEDRON LETTERS, 1999, 40 (10) : 1873 - 1876
[19] APPROACHES TO THE SYNTHESIS OF CANDELABRONE SYNTHESIS OF (+/-)-MARGOCILIN O-METHYL ETHER
BURNELL, RH
GIRARD, M
SYNTHETIC COMMUNICATIONS, 1990, 20 (16) : 2469 - 2472
[20] O-METHYL TRANSFERASE
AXELROD, J
TOMCHICK, R
FEDERATION PROCEEDINGS, 1958, 17 (01) : 345 - 345

← 1 2 3 4 5 →