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

Base Information

Chemical Name:1-(2'-O-acetyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil
CAS No.:1361928-06-4
Molecular Formula:C₃₄H₃₅N₅O₈
Molecular Weight:641.681
Hs Code.:

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

There total 3 articles about 1-(2'-O-acetyl-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: 89.0%

: 1361928-05-3
1-(2'-O-acetyl-3',5'-di-O-benzyl-4'-C-azidomethyl-β-D-ribofuranosyl)uracil

: 824-94-2
p-methoxybenzyl chloride

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

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 20 ℃; for 6h;
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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 250708-49-7
1,2-di-O-acetyl-5-azido-3-O-benzyl-4-C-[(benzyloxy)methyl]-5-deoxy-β-L-lyxofuranose

: 1361928-06-4
1-(2'-O-acetyl-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: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.75 h / 80 °C

1.2: 0 - 80 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 6 h / 0 - 20 °C

With N,O-bis-(trimethylsilyl)-acetamide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;
DOI:10.1021/jo202666m