1984
DOI: 10.1021/jo00175a010
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Oligonucleotide synthesis. Part 21. Synthesis of ribooligonucleotides using the 4-methoxybenzyl group as a new protecting group for the 2'-hydroxyl group

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Cited by 53 publications
(13 citation statements)
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“…~9 Small oligoribonucleotides (3-9 mers) carrying either the 2'-O-(4-methoxylbenzyl) or the 2'-O-(3,4-dimethoxybenzyl) group were prepared according to the phosphotriester approach. [389][390][391] The (methoxyethoxy)methyl group (MEM) has also been proposed as a 2'-OH protecting group for uridine and has been applied to the synthesis of an uridylate trimer by the phosphotriester method. …”
Section: Aibn= 22'azobis(2-met Hylproprionit Rile)mentioning
confidence: 99%
“…~9 Small oligoribonucleotides (3-9 mers) carrying either the 2'-O-(4-methoxylbenzyl) or the 2'-O-(3,4-dimethoxybenzyl) group were prepared according to the phosphotriester approach. [389][390][391] The (methoxyethoxy)methyl group (MEM) has also been proposed as a 2'-OH protecting group for uridine and has been applied to the synthesis of an uridylate trimer by the phosphotriester method. …”
Section: Aibn= 22'azobis(2-met Hylproprionit Rile)mentioning
confidence: 99%
“…Hydroxyl groups are very reactive toward many reagents and can be readily protected by formation of an ether, a silyl ether, or an ester . In this work, by taking advantage of the reactive OH group located at each P γ BL chain end, we first utilized the above reactions to convert P γ BL‐OH chains into P γ BL‐OR by end‐capping with reactive acyl chloride, silyl chloride, or anhydride reagents.…”
Section: Introductionmentioning
confidence: 99%
“…According to the procedure of Takaku, Kamaike, and Tsuchiya (19), to a solution of 710 mg (1.76 mmol) of 19, prepared according to the procedure of Rychnovsky and Mickus (20), in 10 ml of dry CH 2 Cl 2 were added 967 mg (3.51 mmol) of 20, mp 109-111ЊC [literature (21), mp 110-112ЊC], prepared according to the procedure of Zhao et al (21), 813 mg (3.51 mmol) of Ag 2 O, and 710 mg of 3Å molecule sieves. After the mixture was heated at 50ЊC for 2 days, the same amounts of 20, Ag 2 O, and 3 Å molecule sieves were added again, and the resulting mixture was heated at 50ЊC for another 5 days.…”
Section: ␤-T-butyldimethylsilanyloxy-17␤-(4-benzoylbenzyloxy)-androsmentioning
confidence: 99%