4-amino-7-<3-deoxy-5-O-4-methoxytrityl-2-O-phenoxy(thiocarbonyl)-β-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

Base Information

• Chemical Name: 4-amino-7-<3-deoxy-5-O-4-methoxytrityl-2-O-phenoxy(thiocarbonyl)-β-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine
• CAS No.: 128878-82-0
• Molecular Formula: C₃₈H₃₄N₄O₅S
• Molecular Weight: 658.778

Synonyms:4-amino-7-<3-deoxy-5-O-4-methoxytrityl-2-O-phenoxy(thiocarbonyl)-β-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

Chemical Property of 4-amino-7-<3-deoxy-5-O-4-methoxytrityl-2-O-phenoxy(thiocarbonyl)-β-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

Chemical Property:

Purity/Quality:

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Technology Process of 4-amino-7-<3-deoxy-5-O-4-methoxytrityl-2-O-phenoxy(thiocarbonyl)-β-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

There total 3 articles about 4-amino-7-<3-deoxy-5-O-4-methoxytrityl-2-O-phenoxy(thiocarbonyl)-β-D-ribofuranosyl>-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: 75.0%

4-amino-7-<3-deoxy-5-O-(4-methoxytrityl)-β-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine (128878-76-2) + phenylcarbonochloridothioate (1005-56-7) → 4-amino-7-<3-deoxy-5-O-4-methoxytrityl-2-O-phenoxy(thiocarbonyl)-β-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine (128878-82-0)

Guidance literature:

With dmap; In acetonitrile; for 5h; Ambient temperature;

DOI:10.1055/s-1990-26890

Reference yield:

4-amino-N7-(3'-deoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine (40725-89-1) → 4-amino-7-<3-deoxy-5-O-4-methoxytrityl-2-O-phenoxy(thiocarbonyl)-β-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine (128878-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / pyridine, AgNO₃ / tetrahydrofuran / 2.5 h / Ambient temperature

2: 75 percent / 4-dimethylaminopyridine / acetonitrile / 5 h / Ambient temperature

With pyridine; dmap; silver nitrate; In tetrahydrofuran; acetonitrile;

DOI:10.1055/s-1990-26890

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → 4-amino-7-<3-deoxy-5-O-4-methoxytrityl-2-O-phenoxy(thiocarbonyl)-β-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine (128878-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / pyridine, AgNO₃ / tetrahydrofuran / 2.5 h / Ambient temperature

2: 75 percent / 4-dimethylaminopyridine / acetonitrile / 5 h / Ambient temperature

With pyridine; dmap; silver nitrate; In tetrahydrofuran; acetonitrile;

DOI:10.1055/s-1990-26890

upstream raw materials:

4-amino-7-<3-deoxy-5-O-(4-methoxytrityl)-β-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

phenylcarbonochloridothioate

4-amino-N7-(3'-deoxy-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

mono-4-methoxytrityl chloride

Downstream raw materials:

7-{(2R,5S)-5-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine

2',3'-dideoxytubercidin

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