Prostaglandin D2 methyl ester

Base Information

• Chemical Name: Prostaglandin D2 methyl ester
• CAS No.: 49852-81-5
• Molecular Formula: C21H34O5
• Molecular Weight: 366.4917
• Mol file: 49852-81-5.mol

Synonyms:PGD2 Me;PGD2 methyl ester;prostaglandin D2 methyl ester

Chemical Property of Prostaglandin D2 methyl ester

Chemical Property:

• Vapor Pressure: 1.55E-12mmHg at 25°C
• Boiling Point: 510°Cat760mmHg
• PKA: 13.85±0.60(Predicted)
• Flash Point: 169.4°C
• PSA: 83.83000
• Density: 1.103g/cm³
• LogP: 3.33950
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 13
• Exact Mass: 366.24062418
• Heavy Atom Count: 26
• Complexity: 483

Purity/Quality:

99% ^*data from raw suppliers

Prostaglandin D2 methyl ester ≥97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(C=CC1C(C(CC1=O)O)CC=CCCCC(=O)OC)O
• Isomeric SMILES: CCCCC[C@@H](/C=C/[C@@H]1[C@H]([C@H](CC1=O)O)C/C=C\CCCC(=O)OC)O

Technology Process of Prostaglandin D2 methyl ester

There total 33 articles about Prostaglandin D2 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: 60.0%

methyl(8,9-cis-9,12-trans)-9-t-butyldimethylsilyloxy-11-oxo-15β-hydroxy-prosta-5(Z),13(E)-dienoate-11-ethylene acetal (98598-77-7,98598-78-8) → (+/-)-15-epi-prostaglandin D2 methyl ester (49852-81-5,54396-60-0,73579-12-1,73712-06-8,122331-71-9)

Guidance literature:

With hydrogen fluoride; In acetonitrile; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)96540-8

Reference yield: 32.0%

methyl (5Z,13E)-9α,15-bis(dimethyl-t-butylsilyloxy)-11-oxoprosta-5,13-dienoate (73588-55-3,73683-18-8,78856-57-2,78856-61-8) → (+/-)-prostaglandin D2 methyl ester (49852-81-5,54396-60-0,73579-12-1,73712-06-8,122331-71-9) + (+/-)-15-epi-prostaglandin D2 methyl ester (49852-81-5,54396-60-0,73579-12-1,73712-06-8,122331-71-9)

Guidance literature:

With hydrogen fluoride; In acetonitrile; for 2.5h; Ambient temperature;

DOI:10.1039/P19810002055

Reference yield: 32.0%

methyl (5Z,13E)-9α,15-bis(dimethyl-t-butylsilyloxy)-11-oxoprosta-5,13-dienoate (73588-55-3,73683-18-8,78856-57-2,78856-61-8) → (+/-)-prostaglandin D2 methyl ester (49852-81-5,54396-60-0,73579-12-1,73712-06-8,122331-71-9) + (+/-)-15-epi-prostaglandin D2 methyl ester (49852-81-5,54396-60-0,73579-12-1,73712-06-8,122331-71-9)

Guidance literature:

With hydrogen fluoride; In acetonitrile; for 2.5h; Ambient temperature;

DOI:10.1039/P19810002055

upstream raw materials:

PGH₂ methyl ester

9,15-O-bis(tetrahydropyran-2-yl)PGF_2α methyl ester

methyl (5Z)-7-iodo-5-heptenoate

(R)-4-((tert-butyldimethylsilyl)oxy)cyclopent-2-enone