SYNTHESIS OF OLIGONUCLEOTIDES VIA PHOSPHORAMIDITE APPROACH UTILIZING 2-DIPHENYLMETHYLSILYLETHYL (DPSE) AS A PHOSPHORUS PROTECTING GROUP

被引：13

作者：

RAVIKUMAR, VT

WYRZYKIEWICZ, TK

COLE, DL

机构：

[1] Isis Pharmaceuticals, Carlsbad, CA 92008

来源：

TETRAHEDRON | 1994年 / 50卷 / 31期

关键词：

D O I：

10.1016/S0040-4020(01)85503-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Diphenylmethylsilylethyl (DPSE) is a new protecting group for internucleotidic bonds in the synthesis of oligodeoxyribo nucleotides by the phosphoramidite approach. This group is stable to acidic conditions and can be removed under mild beta-fragmentation conditions using aqueous ammonium hydroxide.

引用

页码：9255 / 9266

页数：12

共 47 条

[1] USE OF 2-DIPHENYLMETHYLSILYLETHYL (DPSE) PROTECTING GROUP IN OLIGONUCLEOTIDE SYNTHESIS VIA PHOSPHORAMIDITE APPROACH
RAVIKUMAR, VT
SASMOR, H
COLE, DL
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (12) : 2637 - 2640
[2] 2-DIPHENYLMETHYLSILYLETHYL (DPSE) - A VERSATILE PROTECTING GROUP FOR OLIGODEOXYRIBONUCLEOTIDE SYNTHESIS
RAVIKUMAR, VT
COLE, DL
GENE, 1994, 149 (01) : 157 - 161
[3] 2-DIPHENYLMETHYLSILYLETHYL GROUP AS A NEW PROTECTING GROUP OF INTERNUCLEOTIDIC PHOSPHATES IN OLIGONUCLEOTIDE SYNTHESIS
HONDA, S
HATA, T
TETRAHEDRON LETTERS, 1981, 22 (22) : 2093 - 2096
[4] (2-Acetoxyphenoxy)ethyl (APOE) as a phosphate protecting group in solid-phase synthesis of oligonucleotides via the phosphoramidite approach
Cheruvallath, ZS
Eleuteri, A
Turney, B
Ravikumar, VT
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2006, 10 (02) : 251 - 256
[5] 4-Cyano-2-butenyl group: A new type of protecting group in oligonucleotide synthesis via phosphoramidite approach
Ravikumar, VT
Cheruvallath, ZS
Cole, DL
TETRAHEDRON LETTERS, 1996, 37 (37) : 6643 - 6646
[6] 4-cyano-2-butenyl group: A new type of protecting group in oligonucleotide synthesis via phosphoramidite approach
Ravikumar, VT
Cheruvallath, ZS
Cole, DL
NUCLEOSIDES & NUCLEOTIDES, 1997, 16 (7-9): : 1709 - 1712
[7] USE OF THE HEXAFLUORO-2-BUTYL PROTECTING GROUP IN THE SYNTHESIS OF DNA FRAGMENTS VIA THE PHOSPHORAMIDITE APPROACH ON SOLID SUPPORTS
KIM, SG
EIDA, K
TAKAKU, H
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (15) : 1663 - 1666
[8] USE OF 2-METHYLSULFONYLETHYL AS A PHOSPHORUS PROTECTING GROUP IN OLIGONUCLEOTIDE SYNTHESIS VIA A PHOSPHITE TRIESTER APPROACH
CLAESEN, C
TESSER, GI
DREEF, CE
MARUGG, JE
VANDERMAREL, GA
VANBOOM, JH
TETRAHEDRON LETTERS, 1984, 25 (12) : 1307 - 1310
[9] USE OF THE 2-(2-PYRIDYL)ETHYL PROTECTING GROUP IN THE SYNTHESIS OF DNA FRAGMENTS VIA PHOSPHORAMIDITE INTERMEDIATES
TAKAKU, H
WATANABE, T
HAMAMOTO, S
NUCLEOSIDES & NUCLEOTIDES, 1987, 6 (1-2): : 293 - 296
[10] USE OF THE 2-(4-PYRIDYL)ETHYL PROTECTING GROUP IN THE SYNTHESIS OF DNA FRAGMENTS VIA PHOSPHORAMIDITE INTERMEDIATES
HAMAMOTO, S
SHISHIDO, Y
FURUTA, M
TAKAKU, H
KAWASHIMA, M
TAKAKI, M
NUCLEOSIDES & NUCLEOTIDES, 1989, 8 (03): : 317 - 326

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