5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-β-uridine

Base Information

Chemical Name:5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-β-uridine
CAS No.:182626-49-9
Molecular Formula:C₃₆H₄₂N₂O₄SSi₂
Molecular Weight:654.977
Hs Code.:

Synonyms:5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-β-uridine

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Chemical Property of 5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-β-uridine

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Technology Process of 5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-β-uridine

There total 5 articles about 5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-β-uridine 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: 43.0%

: 132436-48-7
1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-phenylthio-D-erythro-pentofuranose

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

: 182626-51-3
5-ethynyl-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-β-uridine

: 5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-α-uridine

: 182626-49-9
5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-β-uridine

: 5-ethynyl-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-α-uridine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.166667h;
DOI:10.1246/bcsj.70.3103

Reference yield:

: 1066-54-2
trimethylsilylacetylene

: 182626-49-9
5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-β-uridine

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: 43 percent / TMSOTf / CH₂Cl₂ / 0.17 h / 0 °C

With ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; 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

: 182626-49-9
5-[2-(trimethylsilyl)ethynyl]-5'-O-(t-butyldiphenylsilyl)-2',3'-dideoxy-2'α-phenylthio-β-uridine

Guidance literature:: Multi-step reaction with 2 steps

1: (NH₄)2SO₄ / Heating

2: 43 percent / TMSOTf / CH₂Cl₂ / 0.17 h / 0 °C

With ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; 1: silylation / 2: Condensation;
DOI:10.1246/bcsj.70.3103