4-(3-nitro-1,2,4-triazolyl)-1-(1',2',2''-trideuterio-3',5'-di-O-p-toluoyl-2'-deoxyribosyl)-1H-pyrimidin-2-one

Base Information

Chemical Name:4-(3-nitro-1,2,4-triazolyl)-1-(1',2',2''-trideuterio-3',5'-di-O-p-toluoyl-2'-deoxyribosyl)-1H-pyrimidin-2-one
CAS No.:131132-01-9
Molecular Formula:C₂₇H₂₄N₆O₈
Molecular Weight:563.499
Hs Code.:

Synonyms:4-(3-nitro-1,2,4-triazolyl)-1-(1',2',2''-trideuterio-3',5'-di-O-p-toluoyl-2'-deoxyribosyl)-1H-pyrimidin-2-one

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Chemical Property of 4-(3-nitro-1,2,4-triazolyl)-1-(1',2',2''-trideuterio-3',5'-di-O-p-toluoyl-2'-deoxyribosyl)-1H-pyrimidin-2-one

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Technology Process of 4-(3-nitro-1,2,4-triazolyl)-1-(1',2',2''-trideuterio-3',5'-di-O-p-toluoyl-2'-deoxyribosyl)-1H-pyrimidin-2-one

There total 7 articles about 4-(3-nitro-1,2,4-triazolyl)-1-(1',2',2''-trideuterio-3',5'-di-O-p-toluoyl-2'-deoxyribosyl)-1H-pyrimidin-2-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: 67.0%

: 131132-16-6
1',2',2''-trideuterio-3',5'-di-O-p-toluoyluridine

: 24807-55-4
3-nitro-1,2,4-triazole

: 131132-01-9
4-(3-nitro-1,2,4-triazolyl)-1-(1',2',2''-trideuterio-3',5'-di-O-p-toluoyl-2'-deoxyribosyl)-1H-pyrimidin-2-one

Guidance literature:: With Diphenylphosphinic chloride; In pyridine; at 60 ℃; for 24h;
DOI:10.1021/jo00004a040

Reference yield:

: 874-60-2
4-methyl-benzoyl chloride

: 131132-01-9
4-(3-nitro-1,2,4-triazolyl)-1-(1',2',2''-trideuterio-3',5'-di-O-p-toluoyl-2'-deoxyribosyl)-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / 4-dimethylaminopyridine / pyridine / 2 h / 40 °C

2: 83 percent / HCl, HOAc

3: 92 percent / CHCl₃ / 2 h

4: 67 percent / Ph₂POCl / pyridine / 24 h / 60 °C

With hydrogenchloride; dmap; acetic acid; Diphenylphosphinic chloride; In pyridine; chloroform;
DOI:10.1021/jo00004a040

Reference yield:

: 131132-17-7
2,2'-dideuterio-2-deoxyribonolactone

: 131132-01-9
4-(3-nitro-1,2,4-triazolyl)-1-(1',2',2''-trideuterio-3',5'-di-O-p-toluoyl-2'-deoxyribosyl)-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / pyridine / tetrahydrofuran / 8 h

2: 82 percent / diisobutylaluminium deuteride (Dibal-D) / hexane; diethyl ether; CH₂Cl₂ / 2 h / -78 °C

3: 1.) HCl, Ag₂CO₃, 2.) tetra-n-butylammonium fluoride / 1.) 15 min, room temp., 2.) 30 min, room temp., THF

4: 95 percent / 4-dimethylaminopyridine / pyridine / 2 h / 40 °C

5: 83 percent / HCl, HOAc

6: 92 percent / CHCl₃ / 2 h

7: 67 percent / Ph₂POCl / pyridine / 24 h / 60 °C

With pyridine; hydrogenchloride; dmap; tetrabutyl ammonium fluoride; diisobutylaluminium deuteride; acetic acid; silver carbonate; Diphenylphosphinic chloride; In tetrahydrofuran; pyridine; diethyl ether; hexane; dichloromethane; chloroform;
DOI:10.1021/jo00004a040