Thiophosphoric acid O-[(2S,3R,5S)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-methoxy-phenyl) ester O'-[2-(methyl-diphenyl-silanyl)-ethyl] ester

Base Information

• Chemical Name: Thiophosphoric acid O-[(2S,3R,5S)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-methoxy-phenyl) ester O'-[2-(methyl-diphenyl-silanyl)-ethyl] ester
• CAS No.: 79284-77-8
• Molecular Formula: C₃₂H₃₇N₂O₈PSSi
• Molecular Weight: 668.78

Synonyms:Thiophosphoric acid O-[(2S,3R,5S)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-methoxy-phenyl) ester O'-[2-(methyl-diphenyl-silanyl)-ethyl] ester

Chemical Property of Thiophosphoric acid O-[(2S,3R,5S)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-methoxy-phenyl) ester O'-[2-(methyl-diphenyl-silanyl)-ethyl] ester

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Technology Process of Thiophosphoric acid O-[(2S,3R,5S)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-methoxy-phenyl) ester O'-[2-(methyl-diphenyl-silanyl)-ethyl] ester

There total 6 articles about Thiophosphoric acid O-[(2S,3R,5S)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-methoxy-phenyl) ester O'-[2-(methyl-diphenyl-silanyl)-ethyl] 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: 88.0%

2-diphenylmethylsilylethyl S-p-methoxyphenyl 5'-O-monomethoxytritylthymidine 3'-phosphorothioate (79284-75-6) → Thiophosphoric acid O-[(2S,3R,5S)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-methoxy-phenyl) ester O'-[2-(methyl-diphenyl-silanyl)-ethyl] ester (79284-77-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(01)93285-X

Reference yield:

diphenylmethylsilylethylethanol (40438-48-0) → Thiophosphoric acid O-[(2S,3R,5S)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-methoxy-phenyl) ester O'-[2-(methyl-diphenyl-silanyl)-ethyl] ester (79284-77-8)

Guidance literature:

Multi-step reaction with 4 steps

1: TPS / pyridine

2: H₂O, NaOH / dioxane / 0.5 h / Ambient temperature

3: 92 percent / TPS / pyridine

4: 88 percent / 2percent trifluoroacetic acid / CH₂Cl₂ / 0 °C

With sodium hydroxide; water; trifluoroacetic acid; In 1,4-dioxane; pyridine; dichloromethane;

DOI:10.1016/S0040-4039(01)93285-X

Reference yield:

S, S'-di-p-methoxy-phenyl phosphorodithioate → Thiophosphoric acid O-[(2S,3R,5S)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-methoxy-phenyl) ester O'-[2-(methyl-diphenyl-silanyl)-ethyl] ester (79284-77-8)

Guidance literature:

Multi-step reaction with 4 steps

1: TPS / pyridine

2: H₂O, NaOH / dioxane / 0.5 h / Ambient temperature

3: 92 percent / TPS / pyridine

4: 88 percent / 2percent trifluoroacetic acid / CH₂Cl₂ / 0 °C

With sodium hydroxide; water; trifluoroacetic acid; In 1,4-dioxane; pyridine; dichloromethane;

DOI:10.1016/S0040-4039(01)93285-X

upstream raw materials:

2-diphenylmethylsilylethyl S-p-methoxyphenyl 5'-O-monomethoxytritylthymidine 3'-phosphorothioate

diphenylmethylsilylethylethanol

Dithiophosphoric acid S,S'-bis-(4-methoxy-phenyl) ester O-[2-(methyl-diphenyl-silanyl)-ethyl] ester

2-diphenylmethylsilylethyl S-p-methoxyphenyl phosphorothioate

Downstream raw materials:

C₇₇H₈₂N₄O₁₆P₂SSi₂

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