9-deoxy-9β-tosyloxy-15-cis-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F₂ methyl ester 11,15-bistetrahydropyranyl ether

Base Information

• Chemical Name: 9-deoxy-9β-tosyloxy-15-cis-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F₂ methyl ester 11,15-bistetrahydropyranyl ether
• CAS No.: 101758-82-1
• Molecular Formula: C₄₂H₆₄O₉S
• Molecular Weight: 745.031

Synonyms:9-deoxy-9β-tosyloxy-15-cis-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F₂ methyl ester 11,15-bistetrahydropyranyl ether

Chemical Property of 9-deoxy-9β-tosyloxy-15-cis-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F₂ methyl ester 11,15-bistetrahydropyranyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-deoxy-9β-tosyloxy-15-cis-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F₂ methyl ester 11,15-bistetrahydropyranyl ether

There total 11 articles about 9-deoxy-9β-tosyloxy-15-cis-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F₂ methyl ester 11,15-bistetrahydropyranyl ether 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: 74.0%

zinc(II) tosylate (13438-45-4) + 15-cis-(4-α-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F2α methyl ester (101758-81-0) → 9-deoxy-9β-tosyloxy-15-cis-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F2 methyl ester 11,15-bistetrahydropyranyl ether (101758-82-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In benzene; for 2h; Ambient temperature;

DOI:10.1248/cpb.36.1128

Reference yield:

methyl (Z)-7-[(1R,2R,3R,5S)-5-acetoxy-2-formyl-3-(2-tetrahydropyranyloxy)cyclopentyl]-5-heptenate (61218-06-2) → 9-deoxy-9β-tosyloxy-15-trans-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F2 methyl ester 11,15-bistetrahydropyranyl ether (72519-94-9,101758-82-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / sodium hydride / tetrahydrofuran / 1 h / Ambient temperature

2: 92 percent / 65percent aq. acetic acid / tetrahydrofuran / 1.5 h / 40 °C

3: diisobutylaluminum 2,6-di-tert-butyl-4-methylphenoxide / toluene / 1.) -78 deg C, 15 min; 2.) -20 deg C, 2 h

4: Et₃N / p-toluenesulfonic acid / CH₂Cl₂ / 0.17 h / Ambient temperature

5: K₂CO₃ / methanol / 1 h / 45 °C

6: triphenylphosphine, diethyl azodicarboxylate / benzene / 2 h / Ambient temperature

With sodium hydride; diisobutyl(2,6-di-tert-butyl-4- methylphenoxy)aluminum; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;

DOI:10.1248/cpb.36.1128

Reference yield:

methyl cis-4-n-propylcyclohexanecarboxylate (101691-32-1) → 9-deoxy-9β-tosyloxy-15-trans-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F2 methyl ester 11,15-bistetrahydropyranyl ether (72519-94-9,101758-82-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min; 2.) THF, hexane, -78 deg C, 2.5 h

2: 81 percent / sodium hydride / tetrahydrofuran / 1 h / Ambient temperature

3: 92 percent / 65percent aq. acetic acid / tetrahydrofuran / 1.5 h / 40 °C

4: diisobutylaluminum 2,6-di-tert-butyl-4-methylphenoxide / toluene / 1.) -78 deg C, 15 min; 2.) -20 deg C, 2 h

5: Et₃N / p-toluenesulfonic acid / CH₂Cl₂ / 0.17 h / Ambient temperature

6: K₂CO₃ / methanol / 1 h / 45 °C

7: triphenylphosphine, diethyl azodicarboxylate / benzene / 2 h / Ambient temperature

With n-butyllithium; sodium hydride; diisobutyl(2,6-di-tert-butyl-4- methylphenoxy)aluminum; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;

DOI:10.1248/cpb.36.1128

upstream raw materials:

zinc(II) tosylate

15-trans-(4-α-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F_2α methyl ester

methyl (Z)-7-[(1R,2R,3R,5S)-5-acetoxy-2-formyl-3-(2-tetrahydropyranyloxy)cyclopentyl]-5-heptenate

methyl cis-4-n-propylcyclohexanecarboxylate

Downstream raw materials:

9-deoxy-9β-tosyloxy-15-trans-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F₂ methyl ester

15-trans-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanor-9-deoxy-6,9α-nitriloprostaglandin F₁ methyl ester

9-deoxy-9β-tosyloxy-15-cis-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F₂ methyl ester

15-cis-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanor-9-deoxy-6,9α-nitriloprostaglandin F₁ methyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 101758-82-1 9-deoxy-9β-tosyloxy-15-cis-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F₂ methyl ester 11,15-bistetrahydropyranyl ether

Send

Send

Metric Ton KG G Pound L ML

Send

Send