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

Base Information

• Chemical Name: 1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose
• CAS No.: 1560714-66-0
• Molecular Formula: C₂₉H₃₀O₅
• Molecular Weight: 458.554
• Mol file: 1560714-66-0.mol

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

Chemical Property of 1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose

There total 2 articles about 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:

C28H30O6 (1560714-67-1) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → 1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose (1560714-66-0)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.3987/COM-13-S(S)33

Reference yield:

ethyl [2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]acetate (197784-38-6) → 1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose (1560714-66-0)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With diisobutylaluminium hydride; potassium carbonate; In methanol; dichloromethane;

DOI:10.3987/COM-13-S(S)33

Reference yield: 87.0%

1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose (1560714-66-0) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-(prop-2-ynyl)-β-D-ribofuranose (1560714-69-3)

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

upstream raw materials:

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

C₂₈H₃₀O₆

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

Downstream raw materials:

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