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

Base Information

• Chemical Name: 7-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-4-(methylsulfonyl)-7H-pyrrolo<2,3-d>pyrimidine
• CAS No.: 125417-72-3
• Molecular Formula: C₂₈H₂₇N₃O₇S
• Molecular Weight: 549.604

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

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

Chemical Property:

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

There total 3 articles about 7-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-4-(methylsulfonyl)-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: 81.0%

7-[2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-4-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine (120401-37-8) → 7-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-4-(methylsulfonyl)-7H-pyrrolo<2,3-d>pyrimidine (125417-72-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In methanol; for 1h; Ambient temperature;

DOI:10.1002/hlca.19890720503

Reference yield:

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → 7-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-4-(methylsulfonyl)-7H-pyrrolo<2,3-d>pyrimidine (125417-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / powdered KOH, tris<2-(2-methoxyethoxy)ethyl>amine / acetonitrile / 0.25 h / Ambient temperature

2: 81 percent / 3-chloroperbenzoic acid / methanol / 1 h / Ambient temperature

With potassium hydroxide; Tris(3,6-dioxaheptyl)amine; 3-chloro-benzenecarboperoxoic acid; In methanol; acetonitrile;

DOI:10.1002/hlca.19890720503

Reference yield:

4-(methylthio)-7H-pyrrolo<2,3-d>pyrimidine (6958-73-2) → 7-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-4-(methylsulfonyl)-7H-pyrrolo<2,3-d>pyrimidine (125417-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / powdered KOH, tris<2-(2-methoxyethoxy)ethyl>amine / acetonitrile / 0.25 h / Ambient temperature

2: 81 percent / 3-chloroperbenzoic acid / methanol / 1 h / Ambient temperature

With potassium hydroxide; Tris(3,6-dioxaheptyl)amine; 3-chloro-benzenecarboperoxoic acid; In methanol; acetonitrile;

DOI:10.1002/hlca.19890720503

upstream raw materials:

7-[2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-4-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine

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

4-(methylthio)-7H-pyrrolo<2,3-d>pyrimidine

Downstream raw materials:

7-<2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl>-4-(methylamino)-1H-pyrrolo<2,3-d>pyrimidine

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