5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-N³-(p-methoxybenzyl)-5-bromouridine

Base Information

• Chemical Name: 5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-N³-(p-methoxybenzyl)-5-bromouridine
• CAS No.: 1429644-26-7
• Molecular Formula: C₂₆H₃₇BrN₂O₇Si
• Molecular Weight: 597.578

Synonyms:5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-N³-(p-methoxybenzyl)-5-bromouridine

Chemical Property of 5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-N³-(p-methoxybenzyl)-5-bromouridine

Chemical Property:

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Technology Process of 5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-N³-(p-methoxybenzyl)-5-bromouridine

There total 1 articles about 5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-N³-(p-methoxybenzyl)-5-bromouridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 67.0%

5-bromo-5'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene uridine (869880-87-5) + p-methoxybenzyl chloride (824-94-2) → 5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-N3-(p-methoxybenzyl)-5-bromouridine (1429644-26-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 60 ℃; for 3h;

DOI:10.1021/jo400364p

Reference yield: 47.0%

sodium cyanide (773837-37-9) + 5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-N3-(p-methoxybenzyl)-5-bromouridine (1429644-26-7) → 5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-N3-(p-methoxybenzyl)-6-cyanouridine (1429644-28-9)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 2.5h;

DOI:10.1021/jo400364p

upstream raw materials:

5-bromo-5'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene uridine

p-methoxybenzyl chloride

Downstream raw materials:

5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-N³-(p-methoxybenzyl)-6-cyanouridine

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