1-[3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribosyl]-4-[(3R,4R)-diacetoxypyrrolidino]pyrimidin-2-one

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Chemical Name:1-[3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribosyl]-4-[(3R,4R)-diacetoxypyrrolidino]pyrimidin-2-one
CAS No.:1301728-40-4
Molecular Formula:C₄₇H₅₈N₅O₁₁P
Molecular Weight:899.978
Hs Code.:

Synonyms:1-[3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribosyl]-4-[(3R,4R)-diacetoxypyrrolidino]pyrimidin-2-one

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Chemical Property of 1-[3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribosyl]-4-[(3R,4R)-diacetoxypyrrolidino]pyrimidin-2-one

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Technology Process of 1-[3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribosyl]-4-[(3R,4R)-diacetoxypyrrolidino]pyrimidin-2-one

There total 4 articles about 1-[3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribosyl]-4-[(3R,4R)-diacetoxypyrrolidino]pyrimidin-2-one 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: 90.0%

: 1301728-39-1
1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribosyl]-4-[(3R,4R)-diacetoxypyrrolidino]pyrimidin-2-one

: 124482-92-4,89992-70-1
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 1301728-40-4
1-[3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribosyl]-4-[(3R,4R)-diacetoxypyrrolidino]pyrimidin-2-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1039/c1cc10138b

Reference yield:

: 1301728-34-6
3'-O-tert-butyldimethylsilyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-4-O-(2,4,6-triisopropylphenyl)sulfonyluridine

: 1301728-40-4
1-[3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribosyl]-4-[(3R,4R)-diacetoxypyrrolidino]pyrimidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / methanol / 6 h / 20 °C / Inert atmosphere

2: pyridine; dmap / 2 h / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/c1cc10138b

Reference yield:

: 1301728-37-9
1-[3-O-tert-butyldimethylsilyl-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribosyl]-4-[(3R,4R)-dihydroxypyrrolidino]pyrimidin-2-one

: 1301728-40-4
1-[3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribosyl]-4-[(3R,4R)-diacetoxypyrrolidino]pyrimidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; dmap / 2 h / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c1cc10138b