1-(2'-O-methyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

Base Information

Chemical Name:1-(2'-O-methyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil
CAS No.:1361928-08-6
Molecular Formula:C₃₃H₃₅N₅O₇
Molecular Weight:613.67
Hs Code.:

Synonyms:1-(2'-O-methyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

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Chemical Property of 1-(2'-O-methyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

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Technology Process of 1-(2'-O-methyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

There total 5 articles about 1-(2'-O-methyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil 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:

: 1361928-07-5
C₃₂H₃₃N₅O₇

: 74-88-4
methyl iodide

: 1361928-08-6
1-(2'-O-methyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

Guidance literature:: C₃₂H₃₃N₅O₇; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jo202666m

Reference yield:

: 1361928-06-4
1-(2'-O-acetyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

: 1361928-08-6
1-(2'-O-methyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium methylate / methanol / 3 h / 20 °C

2.1: sodium hydride / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

2.2: 3 h / 20 °C / Inert atmosphere

With sodium methylate; sodium hydride; In tetrahydrofuran; methanol;
DOI:10.1021/jo202666m

Reference yield:

: 250708-42-0
5-azido-3-O-benzyl-4-[(benzyloxy)methyl]-5-deoxy-1,2-O-(1-methylethylidene)-β-L-lyxofuranose

: 1361928-08-6
1-(2'-O-methyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

Guidance literature:: Multi-step reaction with 5 steps

1.1: trifluorormethanesulfonic acid / acetic acid / 3 h / 4 - 20 °C

2.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.75 h / 80 °C

2.2: 0 - 80 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 6 h / 0 - 20 °C

4.1: sodium methylate / methanol / 3 h / 20 °C

5.1: sodium hydride / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

5.2: 3 h / 20 °C / Inert atmosphere

With N,O-bis-(trimethylsilyl)-acetamide; trifluorormethanesulfonic acid; sodium methylate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; acetic acid; acetonitrile;
DOI:10.1021/jo202666m