Methyl-phosphonic acid mono-[(2R,3S,5R)-3-hydroxy-5-(6-phenylacetylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester

Base Information

• Chemical Name: Methyl-phosphonic acid mono-[(2R,3S,5R)-3-hydroxy-5-(6-phenylacetylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester
• CAS No.: 182688-61-5
• Molecular Formula: C₁₉H₂₂N₅O₆P
• Molecular Weight: 447.387

Synonyms:Methyl-phosphonic acid mono-[(2R,3S,5R)-3-hydroxy-5-(6-phenylacetylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester

Chemical Property of Methyl-phosphonic acid mono-[(2R,3S,5R)-3-hydroxy-5-(6-phenylacetylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester

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Technology Process of Methyl-phosphonic acid mono-[(2R,3S,5R)-3-hydroxy-5-(6-phenylacetylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester

There total 3 articles about Methyl-phosphonic acid mono-[(2R,3S,5R)-3-hydroxy-5-(6-phenylacetylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester 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: 49.0%

methylphosphonic acid (993-13-5) + 6-N-Phenylacetyl-2'-deoxyadenosine (155138-06-0) → Methyl-phosphonic acid mono-[(2R,3S,5R)-3-hydroxy-5-(6-phenylacetylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester (182688-61-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In pyridine; for 24h; Ambient temperature;

DOI:10.1080/07328319608002447

Reference yield:

9-((2R,4S,5R)-4-Trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamine (64911-19-9) → Methyl-phosphonic acid mono-[(2R,3S,5R)-3-hydroxy-5-(6-phenylacetylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester (182688-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) pyridine, 2.) aq. ammonia / 1.) room temperature, 2.) 0 deg C

2: 49 percent / dicyclihexylcarbodiimide / pyridine / 24 h / Ambient temperature

With pyridine; ammonium hydroxide; dicyclohexyl-carbodiimide; In pyridine;

DOI:10.1080/07328319608002447

Reference yield:

2'-deoxy-D-adenosine (958-09-8,7005-15-4) → Methyl-phosphonic acid mono-[(2R,3S,5R)-3-hydroxy-5-(6-phenylacetylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester (182688-61-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / Ambient temperature

2: 1.) pyridine, 2.) aq. ammonia / 1.) room temperature, 2.) 0 deg C

3: 49 percent / dicyclihexylcarbodiimide / pyridine / 24 h / Ambient temperature

With pyridine; ammonium hydroxide; dicyclohexyl-carbodiimide; In pyridine;

DOI:10.1080/07328319608002447

upstream raw materials:

methylphosphonic acid

6-N-Phenylacetyl-2'-deoxyadenosine

9-((2R,4S,5R)-4-Trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamine

2'-deoxy-D-adenosine

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