2‘-desoxy-2‘-[(4-(2-furyle)butanamido)]-5‘-O-(4,4‘-dimethoxytrityl)-uridine-3’-(2-cyanoethyl)-N,N-diisopropyle phosphoramidite

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Chemical Name:2‘-desoxy-2‘-[(4-(2-furyle)butanamido)]-5‘-O-(4,4‘-dimethoxytrityl)-uridine-3’-(2-cyanoethyl)-N,N-diisopropyle phosphoramidite
CAS No.:1577186-78-7
Molecular Formula:C₄₇H₅₆N₅O₁₀P
Molecular Weight:881.963
Hs Code.:

Synonyms:2‘-desoxy-2‘-[(4-(2-furyle)butanamido)]-5‘-O-(4,4‘-dimethoxytrityl)-uridine-3’-(2-cyanoethyl)-N,N-diisopropyle phosphoramidite

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Chemical Property of 2‘-desoxy-2‘-[(4-(2-furyle)butanamido)]-5‘-O-(4,4‘-dimethoxytrityl)-uridine-3’-(2-cyanoethyl)-N,N-diisopropyle phosphoramidite

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Technology Process of 2‘-desoxy-2‘-[(4-(2-furyle)butanamido)]-5‘-O-(4,4‘-dimethoxytrityl)-uridine-3’-(2-cyanoethyl)-N,N-diisopropyle phosphoramidite

There total 6 articles about 2‘-desoxy-2‘-[(4-(2-furyle)butanamido)]-5‘-O-(4,4‘-dimethoxytrityl)-uridine-3’-(2-cyanoethyl)-N,N-diisopropyle 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: 77.0%

: 2-cyanoethyl-N,N-diisopropylchlorophosphoramidite

: 1577186-77-6
2‘-desoxy-2‘[4-(2-furyl)butanamido]-5’O-(4,4‘-dimethoxytrityl)uridine

: 1577186-78-7
2‘-desoxy-2‘-[(4-(2-furyle)butanamido)]-5‘-O-(4,4‘-dimethoxytrityl)-uridine-3’-(2-cyanoethyl)-N,N-diisopropyle phosphoramidite

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol500364j

Reference yield:

: 92513-83-2
furnish 2-(3-bromopropyl)furan

: 1577186-78-7
2‘-desoxy-2‘-[(4-(2-furyle)butanamido)]-5‘-O-(4,4‘-dimethoxytrityl)-uridine-3’-(2-cyanoethyl)-N,N-diisopropyle phosphoramidite

Guidance literature:: Multi-step reaction with 6 steps

1: dimethyl sulfoxide / 18 h / 70 °C / Inert atmosphere

2: potassium hydroxide; water / ethanol / 24 h / Reflux

3: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 18.5 h / 0 - 20 °C / Inert atmosphere

4: triphenylphosphine; pyridine / 18 h / 40 °C / Inert atmosphere

5: pyridine / 24 h / 0 - 20 °C / Inert atmosphere

6: N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h / 20 °C / Inert atmosphere

With pyridine; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; ethanol; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol500364j

Reference yield:

: 90005-38-2
4-(furan-2-yl)butanenitrile

: 1577186-78-7
2‘-desoxy-2‘-[(4-(2-furyle)butanamido)]-5‘-O-(4,4‘-dimethoxytrityl)-uridine-3’-(2-cyanoethyl)-N,N-diisopropyle phosphoramidite

Guidance literature:: Multi-step reaction with 5 steps

1: potassium hydroxide; water / ethanol / 24 h / Reflux

2: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 18.5 h / 0 - 20 °C / Inert atmosphere

3: triphenylphosphine; pyridine / 18 h / 40 °C / Inert atmosphere

4: pyridine / 24 h / 0 - 20 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h / 20 °C / Inert atmosphere

With pyridine; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; ethanol; acetonitrile;
DOI:10.1021/ol500364j