1-(2',3',5',6'-tetradeoxy-3'-fluoro-6'-diphenoxyphosphoryl-β-D-erythro-hex-5'-enofuranosyl)thymine

Base Information

• Chemical Name: 1-(2',3',5',6'-tetradeoxy-3'-fluoro-6'-diphenoxyphosphoryl-β-D-erythro-hex-5'-enofuranosyl)thymine
• CAS No.: 137248-60-3
• Molecular Formula: C₂₃H₂₂FN₂O₆P
• Molecular Weight: 472.41

Synonyms:1-(2',3',5',6'-tetradeoxy-3'-fluoro-6'-diphenoxyphosphoryl-β-D-erythro-hex-5'-enofuranosyl)thymine

Chemical Property of 1-(2',3',5',6'-tetradeoxy-3'-fluoro-6'-diphenoxyphosphoryl-β-D-erythro-hex-5'-enofuranosyl)thymine

Chemical Property:

Purity/Quality:

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Technology Process of 1-(2',3',5',6'-tetradeoxy-3'-fluoro-6'-diphenoxyphosphoryl-β-D-erythro-hex-5'-enofuranosyl)thymine

There total 2 articles about 1-(2',3',5',6'-tetradeoxy-3'-fluoro-6'-diphenoxyphosphoryl-β-D-erythro-hex-5'-enofuranosyl)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:

alovudine (25526-93-6) → 1-(2',3',5',6'-tetradeoxy-3'-fluoro-6'-diphenoxyphosphoryl-β-D-erythro-hex-5'-enofuranosyl)thymine (137248-60-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl carbodiimide, pyridine, trifluoroacetic acid / dimethylsulfoxide / 19 h / Ambient temperature

2: dimethylsulfoxide / 24 h / Ambient temperature

With pyridine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dimethyl sulfoxide;

Reference yield:

diphenyl [(triphenylphosphoranylidene)methyl]phosphonate (22400-41-5) + (2R,3S,5R)-3-Fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde (137248-59-0) → 1-(2',3',5',6'-tetradeoxy-3'-fluoro-6'-diphenoxyphosphoryl-β-D-erythro-hex-5'-enofuranosyl)thymine (137248-60-3)

Guidance literature:

In dimethyl sulfoxide; for 24h; Yield given; Ambient temperature;

Reference yield: 90.0%

1-(2',3',5',6'-tetradeoxy-3'-fluoro-6'-diphenoxyphosphoryl-β-D-erythro-hex-5'-enofuranosyl)thymine (137248-60-3) → 1-(2',3',5',6'-teradeoxy-3'-fluoro-6'-diphenoxyphosphoryl-β-D-erythro-hexafuranosyl)thymine (137248-61-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 6h; under 760 Torr;

upstream raw materials:

diphenyl [(triphenylphosphoranylidene)methyl]phosphonate

(2R,3S,5R)-3-Fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde

alovudine

Downstream raw materials:

1-(2',3',5',6'-teradeoxy-3'-fluoro-6'-diphenoxyphosphoryl-β-D-erythro-hexafuranosyl)thymine

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