C₂₂H₂₇N₅O₁₀

Base Information

• Chemical Name: C₂₂H₂₇N₅O₁₀
• CAS No.: 1346620-31-2
• Molecular Formula: C₂₂H₂₇N₅O₁₀
• Molecular Weight: 521.484
• Mol file: 1346620-31-2.mol

Synonyms:

Chemical Property of C₂₂H₂₇N₅O₁₀

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₂H₂₇N₅O₁₀

There total 12 articles about C₂₂H₂₇N₅O₁₀ 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: 24.0%

C34H55N5O10Si2 (1346620-30-1) → C22H27N5O10 (1346620-31-2)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; at 10 - 20 ℃;

DOI:10.1021/jo201935w

Reference yield:

(2S,3R,4R,5R)-3,4-bis(tert-butyldimethylsilanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydrofuran-2-carbaldehyde (161867-43-2) → C22H27N5O10 (1346620-31-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.25 h / -78 °C

1.2: 17 h / -78 - 20 °C

2.1: (+)-1,2-bis-((2S,5S)-2,5-dimethylphospholano)-benzene-(cyclooctadiene)-rhodium(I) tetrafluoroborate; hydrogen / methanol / 144 h / 750.08 Torr

3.1: palladium 10% on activated carbon; cyclohexa-1,4-diene / methanol / 3 h / 20 °C

4.1: tetrahydrofuran / 20 h / 20 °C

5.1: tetrabutyl ammonium fluoride; water / tetrahydrofuran / 10 - 20 °C

With cyclohexa-1,4-diene; (+)-1,2-bis-((2S,5S)-2,5-dimethylphospholano)-benzene-(cyclooctadiene)-rhodium(I) tetrafluoroborate; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; water; hydrogen; potassium hexamethylsilazane; In tetrahydrofuran; methanol; toluene; 1.2: Wittig-Horner reaction;

DOI:10.1021/jo201935w

Reference yield:

C35H55N3O9Si2 (1346620-28-7) → C22H27N5O10 (1346620-31-2)

Guidance literature:

Multi-step reaction with 4 steps

1: (+)-1,2-bis-((2S,5S)-2,5-dimethylphospholano)-benzene-(cyclooctadiene)-rhodium(I) tetrafluoroborate; hydrogen / methanol / 144 h / 750.08 Torr

2: palladium 10% on activated carbon; cyclohexa-1,4-diene / methanol / 3 h / 20 °C

3: tetrahydrofuran / 20 h / 20 °C

4: tetrabutyl ammonium fluoride; water / tetrahydrofuran / 10 - 20 °C

With cyclohexa-1,4-diene; (+)-1,2-bis-((2S,5S)-2,5-dimethylphospholano)-benzene-(cyclooctadiene)-rhodium(I) tetrafluoroborate; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; water; hydrogen; In tetrahydrofuran; methanol;

DOI:10.1021/jo201935w

upstream raw materials:

3-(benzyloxymethyl)-1-[2,3,5-tri-O-(tert-butyldimethylsilyl)-β-D-ribo-pentofuranosyl]uracil

3-(benzyloxymethyl)-1-[2,3-di-O-(tert-butyldimethylsilyl)-β-D-ribo-pentofuranosyl]uracil

2',3'-bis(O-tert-butyldimethylsilyl)-3-(benzyloxymethyl)uridine-5'-aldehyde

C₄₃H₆₃N₃O₁₀Si₂