thiocarbonic acid O-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-p-tolyl ester

Base Information

• Chemical Name: thiocarbonic acid O-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-p-tolyl ester
• CAS No.: 153475-20-8
• Molecular Formula: C₃₄H₃₈N₂O₆SSi
• Molecular Weight: 630.837
• Mol file: 153475-20-8.mol

Synonyms:thiocarbonic acid O-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-p-tolyl ester

Chemical Property of thiocarbonic acid O-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-p-tolyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of thiocarbonic acid O-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-p-tolyl ester

There total 3 articles about thiocarbonic acid O-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-p-tolyl 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:

tert-butylchlorodiphenylsilane (58479-61-1) → thiocarbonic acid O-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-p-tolyl ester (153475-20-8)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / Ambient temperature

2: DMAP, Et₃N / CH₂Cl₂ / 24 h

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(99)00052-9

Reference yield:

thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → thiocarbonic acid O-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-p-tolyl ester (153475-20-8)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / Ambient temperature

2: DMAP, Et₃N / CH₂Cl₂ / 24 h

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(99)00052-9

Reference yield:

p-Tolyl chlorothionoformate (937-63-3) + 5'-O-tert-butyldiphenylsilylthymidine (101527-40-6) → thiocarbonic acid O-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-p-tolyl ester (153475-20-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 24h; Yield given;

DOI:10.1016/S0960-894X(99)00052-9

upstream raw materials:

p-Tolyl chlorothionoformate

5'-O-tert-butyldiphenylsilylthymidine

tert-butylchlorodiphenylsilane

thymidine

Downstream raw materials:

N-[(2R,3S,5R)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-2-[(2S,3R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetamide

2-[(2S,3R,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-N-[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide

5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine

5'-O-(tert-butyldiphenylsilyl)-3'-C-methyleneformyl-3'-deoxythymidine