9,11,15-triacetylprostaglandin F2α methyl ester

Base Information

• Chemical Name: 9,11,15-triacetylprostaglandin F2α methyl ester
• CAS No.: 71691-37-7
• Molecular Formula: C₂₇H₄₂O₈
• Molecular Weight: 494.626
• Mol file: 71691-37-7.mol

Synonyms:

Chemical Property of 9,11,15-triacetylprostaglandin F2α methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9,11,15-triacetylprostaglandin F2α methyl ester

There total 1 articles about 9,11,15-triacetylprostaglandin F2α methyl ester 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: 39.0%

(+)-prostaglandin F2α (33854-16-9) + acetic anhydride (108-24-7) → 9,15-diacetylprostaglandin F2α methyl ester (62158-37-6) + 9,11-diacetylprostaglandin F2α methyl ester (77969-57-4) + 9,11,15-triacetylprostaglandin F2α methyl ester (71691-37-7)

Guidance literature:

(+)-prostaglandin F_2α; With N,N-diethyl-1,1,1-trimethylsilanamine; In acetone; at -40 ℃; for 0.666667h;

acetic anhydride; With pyridine; In benzene; at 23 ℃; for 18h;

With acetic acid; In water; acetone; at 40 ℃; for 2h;

DOI:10.1007/s10600-012-0224-2

Reference yield: 26.0%

9,11,15-triacetylprostaglandin F2α methyl ester (71691-37-7) → 9,15-diacetylprostaglandin F2α methyl ester (62158-37-6) + 9,11-diacetylprostaglandin F2α methyl ester (77969-57-4)

Guidance literature:

With potassium carbonate; In methanol; at 23 ℃; for 0.5h;

DOI:10.1007/s10600-012-0224-2

Reference yield:

9,11,15-triacetylprostaglandin F2α methyl ester (71691-37-7) → 15-fluoro-15-deoxyprostaglandin F2α (77340-85-3,77220-88-3)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / methanol / 0.5 h / 23 °C

2: morpholinosulfur trifluoride / dichloromethane / -70 °C / Inert atmosphere

3: sodium methylate / methanol / 1 h / 40 °C

4: potassium hydroxide / 1,4-dioxane; methanol; water / 2 h / 20 °C

With sodium methylate; potassium carbonate; morpholinosulfur trifluoride; potassium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water;

DOI:10.1007/s10600-012-0224-2

upstream raw materials:

(+)-prostaglandin F_2α

acetic anhydride

Downstream raw materials:

Acetic acid (S)-1-((2S,4R,5S)-3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-hexyl ester

Acetic acid (S)-1-((2R,4R,5S)-3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-hexyl ester

9,15-diacetylprostaglandin F2α methyl ester

9,11-diacetylprostaglandin F2α methyl ester