5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-3'-thiauridine

Base Information

Chemical Name:5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-3'-thiauridine
CAS No.:182626-44-4
Molecular Formula:C₂₉H₃₆N₂O₄SSi₂
Molecular Weight:564.853
Hs Code.:

Synonyms:5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-3'-thiauridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-3'-thiauridine

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Technology Process of 5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-3'-thiauridine

There total 4 articles about 5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-3'-thiauridine 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: 65.0%

: 202532-88-5
<2S(2α,5α)>- and <2S(2α,5β)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-ol acetate

: 145013-19-0
2,4-bis[O-(trimethylsilyl)]-5-[2-(trimethylsilyl)ethynyl]uracil

: 182626-44-4
5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-3'-thiauridine

Guidance literature:: With tin(IV) chloride; In dichloromethane; at 0 ℃; for 0.666667h;
DOI:10.1246/bcsj.70.3103

Reference yield:

: 1066-54-2
trimethylsilylacetylene

: 182626-44-4
5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-3'-thiauridine

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / Ph₃P; Et₃N / PdCl₂; CuI / tetrahydrofuran / 3 h / 40 °C

2: (NH₄)2SO₄ / Heating

3: 65 percent / SnCl₄ / CH₂Cl₂ / 0.67 h / 0 °C

With ammonium sulfate; tin(IV) chloride; triethylamine; triphenylphosphine; copper(l) iodide; palladium dichloride; In tetrahydrofuran; dichloromethane; 1: Sonogashira coupling / 2: silylation / 3: Condensation;
DOI:10.1246/bcsj.70.3103

Reference yield:

: 83355-90-2
5-(trimethylsilylethynyl)uracil

: 182626-44-4
5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-3'-thiauridine

Guidance literature:: Multi-step reaction with 2 steps

1: (NH₄)2SO₄ / Heating

2: 65 percent / SnCl₄ / CH₂Cl₂ / 0.67 h / 0 °C

With ammonium sulfate; tin(IV) chloride; In dichloromethane; 1: silylation / 2: Condensation;
DOI:10.1246/bcsj.70.3103