N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine 3′-(2-cyanoethyl)-N,N-diisopropyl phosphoramidite

Base Information

• Chemical Name: N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine 3′-(2-cyanoethyl)-N,N-diisopropyl phosphoramidite
• CAS No.: 1447827-91-9
• Molecular Formula: C₅₇H₇₁N₈O₉PSeSi
• Molecular Weight: 1150.26

Synonyms:

Chemical Property of N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine 3′-(2-cyanoethyl)-N,N-diisopropyl phosphoramidite

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine 3′-(2-cyanoethyl)-N,N-diisopropyl phosphoramidite

There total 2 articles about N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine 3′-(2-cyanoethyl)-N,N-diisopropyl phosphoramidite 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: 78.0%

N2-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine (1447827-90-8) + chloro-(2-cyanoethyl)-diisopropylaminophosphane (132133-40-5) → N2-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine 3′-(2-cyanoethyl)-N,N-diisopropyl phosphoramidite (1447827-91-9,1447827-92-0)

Guidance literature:

N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.166667h; Inert atmosphere;

chloro-(2-cyanoethyl)-diisopropylaminophosphane; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol401698n

Reference yield:

5′-O-(dimethoxytrityl)-2′-O-(tert-butyldimethylsilyl)-N2-phenoxyacetylguanosine (121058-84-2) → N2-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine 3′-(2-cyanoethyl)-N,N-diisopropyl phosphoramidite (1447827-91-9,1447827-92-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine; dmap / dichloromethane / 0.17 h / 20 °C

2.1: boric acid / ethanol / 0.08 h / 0 °C / Inert atmosphere

2.2: 0.08 h / 0 - 20 °C / pH < 8 / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

With dmap; boric acid; triethylamine; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane;

DOI:10.1021/ol401698n

upstream raw materials:

N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine

chloro-(2-cyanoethyl)-diisopropylaminophosphane

5′-O-(dimethoxytrityl)-2′-O-(tert-butyldimethylsilyl)-N2-phenoxyacetylguanosine

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