5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl]uracil

Base Information

Chemical Name:5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl]uracil
CAS No.:108274-19-7
Molecular Formula:C₂₈H₂₈N₂O₇
Molecular Weight:504.54
Hs Code.:

Synonyms:5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl]uracil

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Chemical Property of 5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl]uracil

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Technology Process of 5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl]uracil

There total 3 articles about 5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl]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: 43.0%

: 4330-21-6
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

: 59698-20-3
5-cyclopropyl-pyrimidin-2,4-(1H,3H)-dione

: 108274-18-6
5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythropentofuranosyl]uracil

: 108274-19-7
5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl]uracil

Guidance literature:: 5-cyclopropyl-pyrimidin-2,4-(1H,3H)-dione; With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; at 140 ℃;

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride; With copper(l) iodide; In chloroform; at 20 ℃; for 3h;
DOI:10.1039/c6ob02560a

Reference yield: 26.0%

: 3601-89-6,4330-21-6,52304-86-6,3056-12-0,141846-57-3
Hoffer's chlorosugar

: 59968-56-8
5-cyclopropyl-2,4-bis(trimethylsilyloxy)pyrimidine

: 108274-18-6
5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythropentofuranosyl]uracil

: 108274-19-7
5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl]uracil

Guidance literature:: In acetonitrile; for 3h; Ambient temperature;

Reference yield:

: 5-cyclopropyl-2,4-dimethoxypyrimidine

: 108274-18-6
5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythropentofuranosyl]uracil

: 108274-19-7
5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl]uracil

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium iodide; chloro-trimethyl-silane / acetonitrile / 20 °C

2.1: chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane / 140 °C

2.2: 3 h / 20 °C

With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; sodium iodide; In acetonitrile;
DOI:10.1039/c6ob02560a