1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1,5-dihydro-4H-pyrazolo<3,4-d>pyrimidine-4-thione

Base Information

• Chemical Name: 1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1,5-dihydro-4H-pyrazolo<3,4-d>pyrimidine-4-thione
• CAS No.: 102804-00-2
• Molecular Formula: C₂₆H₂₄N₄O₅S
• Molecular Weight: 504.566

Synonyms:1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1,5-dihydro-4H-pyrazolo<3,4-d>pyrimidine-4-thione

Chemical Property of 1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1,5-dihydro-4H-pyrazolo<3,4-d>pyrimidine-4-thione

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Technology Process of 1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1,5-dihydro-4H-pyrazolo<3,4-d>pyrimidine-4-thione

There total 3 articles about 1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1,5-dihydro-4H-pyrazolo<3,4-d>pyrimidine-4-thione 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: 83.0%

4-chloro-1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1H-pyrazolo<3,4-d>pyrimidine (91713-47-2) → 1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1,5-dihydro-4H-pyrazolo<3,4-d>pyrimidine-4-thione (102804-00-2)

Guidance literature:

With thiourea; In methanol; for 1h; Heating;

DOI:10.1039/P19850002573

Reference yield:

4-chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) → 1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1,5-dihydro-4H-pyrazolo<3,4-d>pyrimidine-4-thione (102804-00-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / aq. sodium hydroxide (50percent) / tetrahydrofuran / 0.05 h / Ambient temperature

2: 83 percent / thiourea / methanol / 1 h / Heating

With sodium hydroxide; thiourea; In tetrahydrofuran; methanol;

DOI:10.1039/P19850002573

Reference yield:

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → 1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1,5-dihydro-4H-pyrazolo<3,4-d>pyrimidine-4-thione (102804-00-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / aq. sodium hydroxide (50percent) / tetrahydrofuran / 0.05 h / Ambient temperature

2: 83 percent / thiourea / methanol / 1 h / Heating

With sodium hydroxide; thiourea; In tetrahydrofuran; methanol;

DOI:10.1039/P19850002573

upstream raw materials:

4-chloro-1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1H-pyrazolo<3,4-d>pyrimidine

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

4-chloro-1H-pyrazolo[3,4-d]pyrimidine

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