4-amino-7-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidin-2(3H)-one

Base Information

• Chemical Name: 4-amino-7-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidin-2(3H)-one
• CAS No.: 698376-58-8
• Molecular Formula: C₂₇H₂₆N₄O₆
• Molecular Weight: 502.527

Synonyms:4-amino-7-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidin-2(3H)-one

Chemical Property of 4-amino-7-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidin-2(3H)-one

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Technology Process of 4-amino-7-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidin-2(3H)-one

There total 3 articles about 4-amino-7-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidin-2(3H)-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: 86.0%

2-methoxy-7-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidin-4-ylamine (698376-41-9) → 4-amino-7-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidin-2(3H)-one (698376-58-8)

Guidance literature:

With thiophenol; In ethylene glycol; at 100 - 120 ℃;

DOI:10.1021/jo0497959

Reference yield:

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → 4-amino-7-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidin-2(3H)-one (698376-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / NaH / acetonitrile / 20 °C

2: 86 percent / PhSH / ethane-1,2-diol / 100 - 120 °C

With sodium hydride; thiophenol; In ethylene glycol; acetonitrile;

DOI:10.1021/jo0497959

Reference yield:

4-amino-2-methoxy-7H-pyrrolo<2,3-d>pyrimidine (100383-13-9) → 4-amino-7-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidin-2(3H)-one (698376-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / NaH / acetonitrile / 20 °C

2: 86 percent / PhSH / ethane-1,2-diol / 100 - 120 °C

With sodium hydride; thiophenol; In ethylene glycol; acetonitrile;

DOI:10.1021/jo0497959

upstream raw materials:

2-methoxy-7-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidin-4-ylamine

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

4-amino-2-methoxy-7H-pyrrolo<2,3-d>pyrimidine

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