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

Base Information

• Chemical Name: 1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-α-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one
• CAS No.: 1033942-79-8
• Molecular Formula: C₃₁H₂₈ClN₃O₆
• Molecular Weight: 574.033
• Mol file: 1033942-79-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-α-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: 22.0%

2-(4-chlorophenylamino)-1H-pyrimidine-4-one (158661-61-1) + methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose (4330-34-1) → 1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-β-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one (1033942-76-5) + 1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-α-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one (1033942-79-8)

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:

4-chloro-aniline (106-47-8) → 1-(2-deoxy-3,5-di-O,O-(4-methylbenzoyl)-α-D-ribofuranosyl)-2-(4-chlorophenylamino)-1H-pyrimidin-4-one (1033942-79-8)

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: 7 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

Reference yield: 92.0%

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

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 16h;

DOI:10.1007/s00706-007-0671-9

upstream raw materials:

2-(4-chlorophenylamino)-1H-pyrimidine-4-one

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose

4-chloro-aniline