5'-O-(tert-butyldiphenylsilyl)-4'-C-cyano-2',3'-didehydro-2',3'-dideoxyuridine

Base Information

Chemical Name:5'-O-(tert-butyldiphenylsilyl)-4'-C-cyano-2',3'-didehydro-2',3'-dideoxyuridine
CAS No.:142560-96-1
Molecular Formula:C₂₆H₂₇N₃O₄Si
Molecular Weight:473.604
Hs Code.:

Synonyms:5'-O-(tert-butyldiphenylsilyl)-4'-C-cyano-2',3'-didehydro-2',3'-dideoxyuridine

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Chemical Property of 5'-O-(tert-butyldiphenylsilyl)-4'-C-cyano-2',3'-didehydro-2',3'-dideoxyuridine

Chemical Property:

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Technology Process of 5'-O-(tert-butyldiphenylsilyl)-4'-C-cyano-2',3'-didehydro-2',3'-dideoxyuridine

There total 6 articles about 5'-O-(tert-butyldiphenylsilyl)-4'-C-cyano-2',3'-didehydro-2',3'-dideoxyuridine 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:

: 7677-24-9
trimethylsilyl cyanide

: 142468-64-2
1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-L-glycero-pent-3-enofuranosyl>uracil

: 142468-72-2
5'-O-(tert-butyldiphenylsilyl)-4'-C-cyano-2',3'-didehydro-2',3'-dideoxyuridine

: 142560-96-1
5'-O-(tert-butyldiphenylsilyl)-4'-C-cyano-2',3'-didehydro-2',3'-dideoxyuridine

Guidance literature:: With tin(IV) chloride; In tetrahydrofuran; at -78 ℃; for 1h; Yield given. Yields of byproduct given;
DOI:10.1016/S0040-4039(00)78874-5

Reference yield:

: 142468-63-1
1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>uracil

: 142560-96-1
5'-O-(tert-butyldiphenylsilyl)-4'-C-cyano-2',3'-didehydro-2',3'-dideoxyuridine

Guidance literature:: Multi-step reaction with 3 steps

1: m-CPBA / CH₂Cl₂ / 0.33 h / Ambient temperature

2: 30 - 40 °C

3: SnCl₄ / CH₂Cl₂ / 1 h / -78 °C

With tin(IV) chloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo9516190

Reference yield:

: 135824-30-5
1-<3-deoxy-3-(phenylseleno)-5-O-trityl-β-D-arabinofuranosyl>uracil

: 142560-96-1
5'-O-(tert-butyldiphenylsilyl)-4'-C-cyano-2',3'-didehydro-2',3'-dideoxyuridine

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / aq. AcOH / 0.33 h / 90 °C

2: pyridine

3: pyridine

4: m-CPBA / CH₂Cl₂ / 0.33 h / Ambient temperature

5: 30 - 40 °C

6: SnCl₄ / CH₂Cl₂ / 1 h / -78 °C

With pyridine; tin(IV) chloride; acetic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo9516190