N⁴-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-C-(trimethylsilylethynyl)cytidine

Base Information

Chemical Name:N⁴-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-C-(trimethylsilylethynyl)cytidine
CAS No.:501014-34-2
Molecular Formula:C₂₇H₃₉N₃O₆Si₂
Molecular Weight:557.794
Hs Code.:

N<sup>4</sup>-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-C-(trimethylsilylethynyl)cytidine

Synonyms:N⁴-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-C-(trimethylsilylethynyl)cytidine

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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 N⁴-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-C-(trimethylsilylethynyl)cytidine

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Technology Process of N⁴-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-C-(trimethylsilylethynyl)cytidine

There total 7 articles about N⁴-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-C-(trimethylsilylethynyl)cytidine 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: 85.0%

: 1066-54-2
trimethylsilylacetylene

: 501014-33-1
N⁴-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-ketocytidine

: 501014-34-2
N⁴-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-C-(trimethylsilylethynyl)cytidine

Guidance literature:: trimethylsilylacetylene; With n-butyllithium; cerium(III) chloride; In tetrahydrofuran; hexane; at -50 ℃; for 2.5h;

N⁴-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-ketocytidine; In tetrahydrofuran; hexane; at -65 ℃; for 3h;
DOI:10.1055/s-2002-35221

Reference yield:

: 93-97-0
benzoic acid anhydride

: 501014-34-2
N⁴-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-C-(trimethylsilylethynyl)cytidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / dioxane; H₂O / 4 h / 90 °C

2.1: 82 percent / pyridine / 18 h / 20 °C

3.1: AgNO₃; pyridine / tetrahydrofuran / 3 h / 20 °C

4.1: 78 percent / CrO₃; pyridine; Ac₂O / CH₂Cl₂ / 1 h / 15 °C

5.1: 76 percent / p-TsOH / methanol; CHCl₃ / 0.08 h / 20 °C

6.1: CeCl₃; BuLi / tetrahydrofuran; hexane / 2.5 h / -50 °C

6.2: 85 percent / tetrahydrofuran; hexane / 3 h / -65 °C

With pyridine; chromium(VI) oxide; n-butyllithium; cerium(III) chloride; acetic anhydride; toluene-4-sulfonic acid; silver nitrate; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; chloroform; water;
DOI:10.1055/s-2002-35221

Reference yield:

: 13089-48-0
N₄-benzoylcytidine

: 501014-34-2
N⁴-benzoyl-2'-O-(tert-butyldimethylsilyl)-3'-C-(trimethylsilylethynyl)cytidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 82 percent / pyridine / 18 h / 20 °C

2.1: AgNO₃; pyridine / tetrahydrofuran / 3 h / 20 °C

3.1: 78 percent / CrO₃; pyridine; Ac₂O / CH₂Cl₂ / 1 h / 15 °C

4.1: 76 percent / p-TsOH / methanol; CHCl₃ / 0.08 h / 20 °C

5.1: CeCl₃; BuLi / tetrahydrofuran; hexane / 2.5 h / -50 °C

5.2: 85 percent / tetrahydrofuran; hexane / 3 h / -65 °C

With pyridine; chromium(VI) oxide; n-butyllithium; cerium(III) chloride; acetic anhydride; toluene-4-sulfonic acid; silver nitrate; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform;
DOI:10.1055/s-2002-35221