N1-(3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine

Base Information

• Chemical Name: N1-(3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine
• CAS No.: 161821-95-0
• Molecular Formula: C₁₉H₂₃N₂O₉P
• Molecular Weight: 454.373

Synonyms:N1-(3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine

Chemical Property of N1-(3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine

Chemical Property:

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Technology Process of N1-(3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine

There total 3 articles about N1-(3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine 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: 70.0%

N1-(2-O-acetyl-3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine (161821-89-2) → N1-(3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine (161821-95-0)

Guidance literature:

With hydrazine hydrate; In pyridine; acetic acid; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)85564-2

Reference yield:

2,4-dihydroxy-5-methylpyrimidine (65-71-4,80289-22-1) → N1-(3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine (161821-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 29 percent / HMDS, TMSCl, SnCl₄ / acetonitrile / 0.5 h / Heating

2: 70 percent / H₂NNH₂*H₂O / acetic acid; pyridine / 24 h / Ambient temperature

With chloro-trimethyl-silane; tin(IV) chloride; hydrazine hydrate; 1,1,1,3,3,3-hexamethyl-disilazane; In pyridine; acetic acid; acetonitrile;

DOI:10.1016/S0040-4020(01)85564-2

Reference yield:

1,2-di-O-acetyl-3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-α-D-ribofuranose (161822-02-2) → N1-(3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine (161821-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 29 percent / HMDS, TMSCl, SnCl₄ / acetonitrile / 0.5 h / Heating

2: 70 percent / H₂NNH₂*H₂O / acetic acid; pyridine / 24 h / Ambient temperature

With chloro-trimethyl-silane; tin(IV) chloride; hydrazine hydrate; 1,1,1,3,3,3-hexamethyl-disilazane; In pyridine; acetic acid; acetonitrile;

DOI:10.1016/S0040-4020(01)85564-2

upstream raw materials:

N1-(2-O-acetyl-3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine

2,4-dihydroxy-5-methylpyrimidine

1,2-di-O-acetyl-3-deoxy-3-C-dimethylphosphono-5-O-benzoyl-α-D-ribofuranose

Downstream raw materials:

N1-(2,3-dideoxy-3-(S)-C-dimethylphosphono-5-O-benzoyl-β-D-ribofuranosyl)-thymine

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