13,14-Dihydrodinoprost

Base Information

• Chemical Name: 13,14-Dihydrodinoprost
• CAS No.: 27376-74-5
• Molecular Formula: C₂₀H₃₆O₅
• Molecular Weight: 356.503
• Mol file: 27376-74-5.mol

Synonyms:13,14-dihydro-PGF2alpha;13,14-dihydro-prostaglandin F2alpha;13,14-dihydroprostaglandin F2alpha;13,14-dihydroprostaglandin F2alpha, (5Z,9alpha,11alpha)-isomer

Chemical Property of 13,14-Dihydrodinoprost

Chemical Property:

• Vapor Pressure: 2.98E-14mmHg at 25°C
• Boiling Point: 547.1 ºC at 760 mmHg
• Flash Point: 298.8 ºC
• PSA: 97.99000
• Density: 1.095 g/cm³
• LogP: 3.26690
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 13
• Exact Mass: 356.25627424
• Heavy Atom Count: 25
• Complexity: 396

Purity/Quality:

99% ^*data from raw suppliers

13,14-dihydro Prostaglandin F2α ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(CCC1C(CC(C1CC=CCCCC(=O)O)O)O)O
• Isomeric SMILES: CCCCCC(CCC1C(CC(C1C/C=C/CCCC(=O)O)O)O)O
• Description: 13,14-dihydro Prostaglandin F2α (13,14-dihydro PGF2α) is the analog of PGF2α which has no unsaturation in the lower side chain. It causes luteolysis in hamsters with a potency five times higher than PGF2α. The ED50 value for 13,14-dihydro PGF2α as a luteolytic agent in hamsters is 1.5 μg/100 g.
• Uses: 13,14-Dihydro-PGF2α is an analog of PGF2α which has no unsaturation in the lower side chain. It facilitates luteolysis in hamsters/rabbits with potency five times higher than PGF2α.

Technology Process of 13,14-Dihydrodinoprost

There total 2 articles about 13,14-Dihydrodinoprost 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:

(Z)-7-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(S)-3-(tetrahydro-pyran-2-yloxy)-octyl]-cyclopentyl}-hept-5-enoic acid → 13,14-dihydro-PGF2α (27376-74-5)

Guidance literature:

With acetic acid;

Reference yield:

→ (Z)-7-[(1S,2S,3S,5R)-3,5-Dihydroxy-2-(3-hydroxy-octyl)-cyclopentyl]-hept-5-enoic acid (27376-74-5,33431-00-4,53109-47-0)

Guidance literature:

entsprech. Lacton XXII'(C23H40O6), Diisobutylaluminiumhydrid, (4-Carbohydroxybutyl)-triphenylphosphoniumbromid, NaCH2SOCH3, Oxalsaeure;

DOI:10.1016/0090-6980(77)90157-5

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