5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-carbamoylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Base Information

Chemical Name:5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-carbamoylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite)
CAS No.:1620124-71-1
Molecular Formula:C₄₂H₅₂N₅O₁₀P
Molecular Weight:817.876
Hs Code.:

Synonyms:5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-carbamoylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite)

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Chemical Property of 5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-carbamoylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite)

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Technology Process of 5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-carbamoylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite)

There total 5 articles about 5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-carbamoylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite) 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: 65.0%

: 1285534-80-6
5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-carbamoylethyl)uridine

: 102691-36-1
N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

: 1620124-71-1
5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-carbamoylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Guidance literature:: With 1H-tetrazole; diisopropylamine; In acetonitrile; at 20 ℃; for 6h; Inert atmosphere;
DOI:10.1039/c4ob01260g

Reference yield:

: 86988-35-4
3-benzoyl-1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]pyrimidine-2,4(1H,3H)-dione

: 1620124-71-1
5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-carbamoylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 5 steps

1: caesium carbonate / tert-butyl alcohol / 20 °C / Inert atmosphere

2: ammonium hydroxide / 1,4-dioxane / 6 h / 60 °C / Inert atmosphere

3: triethylamine tris(hydrogen fluoride); triethylamine / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

4: pyridine / 4 h / 20 °C / Inert atmosphere

5: diisopropylamine; 1H-tetrazole / acetonitrile / 6 h / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; ammonium hydroxide; caesium carbonate; triethylamine tris(hydrogen fluoride); triethylamine; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; acetonitrile; tert-butyl alcohol;
DOI:10.1039/c4ob01260g

Reference yield:

: 949158-26-3
N₃-benzoyl-2'-O-(2-methoxycarbonylethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

: 1620124-71-1
5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-carbamoylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 4 steps

1: ammonium hydroxide / 1,4-dioxane / 6 h / 60 °C / Inert atmosphere

2: triethylamine tris(hydrogen fluoride); triethylamine / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

3: pyridine / 4 h / 20 °C / Inert atmosphere

4: diisopropylamine; 1H-tetrazole / acetonitrile / 6 h / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; ammonium hydroxide; triethylamine tris(hydrogen fluoride); triethylamine; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; acetonitrile;
DOI:10.1039/c4ob01260g