Pgh2 methyl ester

Base Information

• Chemical Name: Pgh2 methyl ester
• CAS No.: 63942-75-6
• Molecular Formula: C21H34 O5
• Molecular Weight: 366.498
• Mol file: 63942-75-6.mol

Synonyms:PGH2 methyl ester;prostaglandin H2 methyl ester

Chemical Property of Pgh2 methyl ester

Chemical Property:

• Vapor Pressure: 3.26E-10mmHg at 25°C
• Boiling Point: 455.5°C at 760 mmHg
• Flash Point: 147.8°C
• PSA: 64.99000
• Density: 1.086g/cm³
• LogP: 4.10850
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 13
• Exact Mass: 366.24062418
• Heavy Atom Count: 26
• Complexity: 473

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(C=CC1C2CC(C1CC=CCCCC(=O)OC)OO2)O
• Isomeric SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H]2C[C@H]([C@@H]1C/C=C\CCCC(=O)OC)OO2)O

Technology Process of Pgh2 methyl ester

There total 4 articles about Pgh2 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:

(Z)-7-{(1S,2S,3S,5R)-2-[(E)-(R)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-3,5-dihydroxy-cyclopentyl}-hept-5-enoic acid methyl ester (65147-38-8,69589-96-4) → PGH2 (63942-75-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.08 g / 2-chloro-3-ethylbenzoxazolium tetrafluoroborate, tetraethylammonium bromide / CH₂Cl₂ / 0.33 h / -15 °C

2: 86 percent

With 3-ethyl-2-chlorobenzoxazolium tetrafluoroborate; tetraethylammonium bromide; In dichloromethane;

DOI:10.1021/ja00523a056

Reference yield:

(Z)-7-[(1S,2S,3R,5S)-3,5-Dibromo-2-((E)-(R)-3-hydroxy-oct-1-enyl)-cyclopentyl]-hept-5-enoic acid methyl ester (65147-40-2,65147-41-3,65185-29-7) → PGH2 (63942-75-6)

Guidance literature:

Yield given;

DOI:10.1021/ja00523a056

Reference yield:

(Z)-7-{(1S,2S,3R,5S)-3,5-Dibromo-2-[(E)-(R)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-hept-5-enoic acid methyl ester (73991-34-1) → PGH2 (63942-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent

DOI:10.1021/ja00523a056

upstream raw materials:

(Z)-7-[(1S,2S,3R,5S)-3,5-Dibromo-2-((E)-(R)-3-hydroxy-oct-1-enyl)-cyclopentyl]-hept-5-enoic acid methyl ester

(Z)-7-{(1S,2S,3R,5S)-3,5-Dibromo-2-[(E)-(R)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentyl}-hept-5-enoic acid methyl ester

(Z)-7-{(1S,2S,3S,5R)-2-[(E)-(R)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-3,5-dihydroxy-cyclopentyl}-hept-5-enoic acid methyl ester

Downstream raw materials:

(+)-prostaglandin F_2α

prostaglandin D₂ methyl ester

(5Z,8E,10E,12S)-12-hydroxy-5,8,10-heptadecatrienoic acid methyl ester

PGE2 methyl ester

Refernces

• 1、 Johnson,Nidy,Baczynskyj,Gorman. "Synthesis of prostaglandin H2 methyl ester.". . p. 7738 - 7740. Retrieved 2007/10/10.