N-benzoyl-3'-triisopropylsilyl-5'-(1-ethoxyethyl)-8,5'(S)-cyclo-2'-deoxyadenosine

Base Information

Chemical Name:N-benzoyl-3'-triisopropylsilyl-5'-(1-ethoxyethyl)-8,5'(S)-cyclo-2'-deoxyadenosine
CAS No.:1403036-73-6
Molecular Formula:C₃₀H₄₃N₅O₅Si
Molecular Weight:581.787
Hs Code.:

Synonyms:N-benzoyl-3'-triisopropylsilyl-5'-(1-ethoxyethyl)-8,5'(S)-cyclo-2'-deoxyadenosine

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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 N-benzoyl-3'-triisopropylsilyl-5'-(1-ethoxyethyl)-8,5'(S)-cyclo-2'-deoxyadenosine

Chemical Property:

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Technology Process of N-benzoyl-3'-triisopropylsilyl-5'-(1-ethoxyethyl)-8,5'(S)-cyclo-2'-deoxyadenosine

There total 6 articles about N-benzoyl-3'-triisopropylsilyl-5'-(1-ethoxyethyl)-8,5'(S)-cyclo-2'-deoxyadenosine 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: 86.0%

: 1403036-56-5
N-benzoyl-3'-triisopropylsilyl-8,5'(S)-cyclo-2'-deoxyadenosine

: 109-92-2,25104-37-4
ethyl vinyl ether

: 1403036-73-6
N-benzoyl-3'-triisopropylsilyl-5'-(1-ethoxyethyl)-8,5'(S)-cyclo-2'-deoxyadenosine

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1080/15257770.2012.716189

Reference yield:

: 35824-20-5
N-benzoyl-5-tosyl-2'-deoxyadenosine

: 1403036-73-6
N-benzoyl-3'-triisopropylsilyl-5'-(1-ethoxyethyl)-8,5'(S)-cyclo-2'-deoxyadenosine

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine; 1H-imidazole; silver nitrate / 48 h / 0 - 20 °C / Inert atmosphere

2.1: sodium iodide / acetone / 4 h / Inert atmosphere; Reflux

3.1: pyridine; zinc / 4 h / 80 °C / Inert atmosphere

3.2: 2 h / Inert atmosphere; Reflux

4.1: selenium(IV) oxide / 1,4-dioxane / 1 h / Inert atmosphere; Reflux

5.1: sodium tetrahydroborate / methanol; water / 1.5 h / 0 - 20 °C / Inert atmosphere

6.1: pyridinium p-toluenesulfonate / dichloromethane / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; selenium(IV) oxide; sodium tetrahydroborate; pyridinium p-toluenesulfonate; silver nitrate; sodium iodide; zinc; In 1,4-dioxane; methanol; dichloromethane; water; acetone;
DOI:10.1080/15257770.2012.716189

Reference yield:

: 1403036-41-8
N-benzoyl-3'-triisopropylsilyl-5'-tosyl-2'-deoxyadenosine

: 1403036-73-6
N-benzoyl-3'-triisopropylsilyl-5'-(1-ethoxyethyl)-8,5'(S)-cyclo-2'-deoxyadenosine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium iodide / acetone / 4 h / Inert atmosphere; Reflux

2.1: pyridine; zinc / 4 h / 80 °C / Inert atmosphere

2.2: 2 h / Inert atmosphere; Reflux

3.1: selenium(IV) oxide / 1,4-dioxane / 1 h / Inert atmosphere; Reflux

4.1: sodium tetrahydroborate / methanol; water / 1.5 h / 0 - 20 °C / Inert atmosphere

5.1: pyridinium p-toluenesulfonate / dichloromethane / 20 °C / Inert atmosphere

With pyridine; selenium(IV) oxide; sodium tetrahydroborate; pyridinium p-toluenesulfonate; sodium iodide; zinc; In 1,4-dioxane; methanol; dichloromethane; water; acetone;
DOI:10.1080/15257770.2012.716189