3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose

Base Information

Chemical Name:3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose
CAS No.:1560714-69-3
Molecular Formula:C₃₈H₄₇N₂O₆P
Molecular Weight:658.775
Hs Code.:

Synonyms:3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose

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Chemical Property of 3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose

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Technology Process of 3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose

There total 3 articles about 3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose 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: 87.0%

: 1560714-66-0
1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose

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

: 1560714-69-3
3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.3987/COM-13-S(S)33

Reference yield:

: 197784-38-6
ethyl [2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]acetate

: 1560714-69-3
3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

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

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

With diisobutylaluminium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.3987/COM-13-S(S)33

Reference yield:

: 1560714-67-1
C₂₈H₃₀O₆

: 1560714-69-3
3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

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

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

With potassium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.3987/COM-13-S(S)33