4,5-dichloro-7-<2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

Base Information

Chemical Name:4,5-dichloro-7-<2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine
CAS No.:157666-30-3
Molecular Formula:C₂₇H₂₃Cl₂N₃O₅
Molecular Weight:540.403
Hs Code.:

Synonyms:4,5-dichloro-7-<2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

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Chemical Property of 4,5-dichloro-7-<2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

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Technology Process of 4,5-dichloro-7-<2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

There total 5 articles about 4,5-dichloro-7-<2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine 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: 70.0%

: 115093-90-8
4,5-dichloro-7H-pyrrolo[2,3-d]pyrimidine

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

: 157666-30-3
4,5-dichloro-7-<2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

Guidance literature:: With potassium hydroxide; Tris(3,6-dioxaheptyl)amine; In acetonitrile; for 0.333333h; Ambient temperature;
DOI:10.1002/hlca.19940770403

Reference yield:

: 3680-69-1
4-chloro-1H-pyrrolo[2,3-d]pyrimidine

: 157666-30-3
4,5-dichloro-7-<2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / N-chlorosuccinimide, AIBN / tetrahydrofuran / 2 h / Heating

2: 70 percent / KOH, tris<2-(2-methoxyethoxy)ethyl>amine / acetonitrile / 0.33 h / Ambient temperature

With potassium hydroxide; N-chloro-succinimide; 2,2'-azobis(isobutyronitrile); Tris(3,6-dioxaheptyl)amine; In tetrahydrofuran; acetonitrile;
DOI:10.1002/hlca.19940770403

Reference yield:

: 452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3
D-2-deoxyribose

: 157666-30-3
4,5-dichloro-7-<2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetyl chloride / methanol / 3.08 h / 0 °C / Inert atmosphere

2.1: pyridine / 16 h / 0 - 30 °C / Inert atmosphere

3.1: hydrogenchloride / diethyl ether / 0.67 h / 0 °C

4.1: sodium hydride / acetonitrile; mineral oil / 0.5 h / 20 °C / Inert atmosphere

4.2: 2 h / 50 °C / Inert atmosphere

With hydrogenchloride; sodium hydride; acetyl chloride; In pyridine; methanol; diethyl ether; acetonitrile; mineral oil;