1-(2-azido-2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl)pyrimidine-2,4(1H,3H)-dione

Base Information

Chemical Name:1-(2-azido-2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl)pyrimidine-2,4(1H,3H)-dione
CAS No.:1426142-28-0
Molecular Formula:C₂₈H₂₅N₅O₅
Molecular Weight:511.537
Hs Code.:

Synonyms:1-(2-azido-2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl)pyrimidine-2,4(1H,3H)-dione

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Chemical Property of 1-(2-azido-2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl)pyrimidine-2,4(1H,3H)-dione

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Technology Process of 1-(2-azido-2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl)pyrimidine-2,4(1H,3H)-dione

There total 1 articles about 1-(2-azido-2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl)pyrimidine-2,4(1H,3H)-dione 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: 65.0%

: 96253-10-0
1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione

: 166769-33-1
1-[3-azido-3-deoxy-5-O-(triphenylmethyl)-β-D-arabinofuranosyl]pyrimidine-2,4-(1H,3H)-dione

: 1426142-28-0
1-(2-azido-2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl)pyrimidine-2,4(1H,3H)-dione

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 130 ℃; for 5h; Inert atmosphere;
DOI:10.1002/hlca.201200285

Reference yield: 70.0%

: 1426142-28-0
1-(2-azido-2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl)pyrimidine-2,4(1H,3H)-dione

: 106-96-7
propargyl bromide

: 1426142-40-6
1-[2-azido-2-deoxy-3-O-(prop-2-yn-1-yl)-5-O-(triphenylmethyl)-β-D-xylofuranosyl]pyrimidine-2,4(1H,3H)-dione

Guidance literature:: 1-(2-azido-2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl)pyrimidine-2,4(1H,3H)-dione; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.5h; Inert atmosphere; Cooling with ice;

propargyl bromide; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.833333h; chemoselective reaction; Inert atmosphere; Sonication;
DOI:10.1002/hlca.201200285

Reference yield:

: 1426142-28-0
1-(2-azido-2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl)pyrimidine-2,4(1H,3H)-dione

: 1426142-41-7
1-{(5aR,6R,8R,8aR)-5a,6,8,8a-tetrahydro-6-[(triphenylmethoxy)methyl]-4H-furo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazin-8-yl}pyrimidine-2,4(1H,3H)-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Inert atmosphere; Cooling with ice

1.2: 0.83 h / 20 °C / Inert atmosphere; Sonication

2.1: toluene / 24 h / Inert atmosphere; Reflux

With sodium hydride; In tetrahydrofuran; toluene; mineral oil; 2.1: |Huisgen Cycloaddition;
DOI:10.1002/hlca.201200285