2'-O-[[(4-nitrobenzyl)oxy]methyl]uridine

Base Information

Chemical Name:2'-O-[[(4-nitrobenzyl)oxy]methyl]uridine
CAS No.:175473-92-4
Molecular Formula:C₁₇H₁₉N₃O₉
Molecular Weight:409.353
Hs Code.:

Synonyms:2'-O-[[(4-nitrobenzyl)oxy]methyl]uridine

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Chemical Property of 2'-O-[[(4-nitrobenzyl)oxy]methyl]uridine

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Technology Process of 2'-O-[[(4-nitrobenzyl)oxy]methyl]uridine

There total 9 articles about 2'-O-[[(4-nitrobenzyl)oxy]methyl]uridine 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: 45.0%

: 619-73-8
4-nitrobenzyl chloride

: 174497-93-9
2'-O-methylthiomethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

: 175473-92-4
2'-O-[[(4-nitrobenzyl)oxy]methyl]uridine

Guidance literature:: 4-nitrobenzyl chloride; 2'-O-methylthiomethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine; With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; In tetrahydrofuran; toluene; at -40 ℃; for 2h; Inert atmosphere; Molecular sieve;

With methanol; ammonium fluoride; at 20 ℃; for 13h; Inert atmosphere;
DOI:10.1021/acs.orglett.0c02086

Reference yield:

: 929896-78-6
C₂₉H₄₅N₃O₁₀Si₂

: 175473-92-4
2'-O-[[(4-nitrobenzyl)oxy]methyl]uridine

Guidance literature:: With ammonium fluoride; In methanol; at 25 ℃; for 16h;
DOI:10.1021/ol0629824

Reference yield:

: 58-96-8
uridine

: 175473-92-4
2'-O-[[(4-nitrobenzyl)oxy]methyl]uridine

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 3 h / 25 °C

2: acetic acid; Ac₂O / 48 h / 25 °C

3: N-iodosuccinimide; trifluoromethanesulfonic acid / 1,2-dichloro-ethane; diethyl ether / 0 °C

4: ammonium fluoride / methanol / 16 h / 25 °C

With pyridine; N-iodo-succinimide; ammonium fluoride; trifluorormethanesulfonic acid; acetic anhydride; acetic acid; In methanol; diethyl ether; 1,2-dichloro-ethane;
DOI:10.1021/ol0629824