1-allyloxy-2-{3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl}benzene

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Chemical Name:1-allyloxy-2-{3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl}benzene
CAS No.:402859-74-9
Molecular Formula:C₄₅H₅₃N₂O₈P
Molecular Weight:780.898
Hs Code.:

Synonyms:1-allyloxy-2-{3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl}benzene

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Chemical Property of 1-allyloxy-2-{3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl}benzene

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Technology Process of 1-allyloxy-2-{3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl}benzene

There total 9 articles about 1-allyloxy-2-{3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl}benzene 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: 81.0%

: 402859-73-8
1-allyloxy-2-[5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl]benzene

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

: 402859-74-9
1-allyloxy-2-{3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl}benzene

Guidance literature:: With N,N-diisopropylammonium tetrazolide; In tetrahydrofuran; acetonitrile; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tet.2013.05.107

Reference yield:

: 402859-66-9
1-allyloxy-2-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene

: 402859-74-9
1-allyloxy-2-{3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl}benzene

Guidance literature:: Multi-step reaction with 7 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium tetrahydroborate / tetrahydrofuran / 19 h / 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

3: Pd(OH)2/C, 20%; cyclohexene / ethanol / 1 h / Reflux

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

5: potassium carbonate / methanol / 0.08 h / 20 °C / Inert atmosphere

6: potassium carbonate / acetone / 14 h / 20 °C / Inert atmosphere

7: N,N-diisopropylammonium tetrazolide / tetrahydrofuran; acetonitrile / 4 h / 20 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Pd(OH)2/C, 20%; potassium carbonate; triethylamine; cyclohexene; N,N-diisopropylammonium tetrazolide; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; acetonitrile;
DOI:10.1016/j.tet.2013.05.107

Reference yield:

: 402859-71-6
1-benzoyloxy-2-[5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl]benzene

: 402859-74-9
1-allyloxy-2-{3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl}benzene

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / methanol / 0.08 h / 20 °C / Inert atmosphere

2: potassium carbonate / acetone / 14 h / 20 °C / Inert atmosphere

3: N,N-diisopropylammonium tetrazolide / tetrahydrofuran; acetonitrile / 4 h / 20 °C / Inert atmosphere

With potassium carbonate; N,N-diisopropylammonium tetrazolide; In tetrahydrofuran; methanol; acetone; acetonitrile;
DOI:10.1016/j.tet.2013.05.107