1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one

Base Information

Chemical Name:1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one
CAS No.:1033942-76-5
Molecular Formula:C₃₁H₂₈ClN₃O₆
Molecular Weight:574.033
Hs Code.:

Synonyms:1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one

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Chemical Property of 1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one

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Technology Process of 1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one

There total 3 articles about 1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one 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: 37.0%

: 158661-61-1
2-(4-chlorophenylamino)-1H-pyrimidine-4-one

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

: 1033942-76-5
1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one

Guidance literature:: 2-(4-chlorophenylamino)-1H-pyrimidine-4-one; With sodium hydride; In N,N-dimethyl-formamide; at 80 ℃; for 1h;

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Further stages.;
DOI:10.1007/s00706-007-0671-9

Reference yield: 22.0%

: 158661-61-1
2-(4-chlorophenylamino)-1H-pyrimidine-4-one

: 4330-34-1
methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose

: 1033942-76-5
1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one

: 1033942-79-8
1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-α-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one

Guidance literature:: 2-(4-chlorophenylamino)-1H-pyrimidine-4-one; With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; Heating;

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -30 - 20 ℃; Further stages.;
DOI:10.1007/s00706-007-0671-9

Reference yield:

: 106-47-8
4-chloro-aniline

: 1033942-76-5
1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / acetic acid / 10 h / Heating

2.1: 1,1,1,3,3,3-hexamethyldisilazane; ammonium sulfate / Heating

2.2: 22 percent / trimethylsilyl triflate / acetonitrile / -30 - 20 °C

With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; In acetic acid; 2.2: Vorbrueggen coupling;
DOI:10.1007/s00706-007-0671-9