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An expeditious synthesis of 3′-α-carboxymethyl-2′-O-methyl ribonucleosides

✍ Scribed by Peter von Matt; Thomas Lochmann; Rudolf Kesselring; Karl-Heinz Altmann

Book ID
104260945
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
287 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

3'-a-Carboxymethyl-2"O-methyl ribonucleosides, which are important building blocks for the construction of high affinity amide modified antisense oligonucleotides, have been synthesized from the corresponding 2'-O-methyl ribonucleosides via catalytic hydrogenation of their 3'-deoxy 3'-methoxycarbonyl-methylidene derivatives. Reduction of the olefinic double bond proceeds in good to excellent yields and with ct/fl-product ratios > 9/1.

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