9-O-methanoprostaglandin I

Base Information

Chemical Name:9-O-methanoprostaglandin I
CAS No.:99946-24-4
Molecular Formula:C₂₁H₃₄O₄
Molecular Weight:350.499
Hs Code.:
Mol file:99946-24-4.mol

Synonyms:9-O-methano-6 beta-PGI1;9-O-methano-PGI1;9-O-methanoprostaglandin I;9-O-methanoprostaglandin I, 3aR-(3aalpha,5beta,6alpha(1E,3S*),6aalpha)-isomer;9-O-methanoprostaglandin I, 3aS-(3aalpha,5beta,6alpha(1Z,3R*),6aalpha)-isomer;isocarbacyclin;TEI 7165;TEI-7165

Suppliers and Price of 9-O-methanoprostaglandin I

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
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Total 0 raw suppliers

Chemical Property of 9-O-methanoprostaglandin I

Chemical Property:

Vapor Pressure:1.87E-12mmHg at 25°C
Boiling Point:508.2°Cat760mmHg
Flash Point:275.2°C
PSA：77.76000
Density:1.133g/cm³
LogP:4.07210
XLogP3:3.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:11
Exact Mass:350.24570956
Heavy Atom Count:25
Complexity:482

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCC(C=CC1C(CC2C1CC(=C2)CCCCC(=O)O)O)O
Isomeric SMILES:CCCCCC(/C=C/C1C(CC2C1CC(=C2)CCCCC(=O)O)O)O

Technology Process of 9-O-methanoprostaglandin I

There total 71 articles about 9-O-methanoprostaglandin I 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: 80.0%

: 5-{(3aR,5S,6S,6aR)-5-(Tetrahydro-pyran-2-yloxy)-6-[(E)-(R)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-1,3a,4,5,6,6a-hexahydro-pentalen-2-yl}-pentanoic acid

: 88911-35-7,88931-52-6,88931-59-3,99946-24-4,119238-07-2,125135-54-8,139757-12-3
dl-9(O)-methano-Δ^6(9α)PGI₁

Guidance literature:: With camphor-10-sulfonic acid; In water; acetone; at 40 ℃; for 3h;
DOI:10.1248/cpb.32.2866

Reference yield:

: 88931-51-5
isocarbacyclin

: 88911-35-7,88931-52-6,88931-59-3,99946-24-4,119238-07-2,125135-54-8,139757-12-3
(+)-9(O)-methano-Δ^6(9α)-PGI₁

Guidance literature:: With sodium hydroxide; In methanol; water; Yield given;
DOI:10.1016/S0040-4039(01)80103-9

Reference yield:

: 95205-53-1,95273-37-3,98676-75-6
(2R^*,3S^*,4R^*)-2-allyl-4-tert-butyldimethylsilyloxy-3-(3-tert-butyldimethylsilyloxy-(E)-1-octenyl)-1-methylenecyclopentane

: 88911-35-7,88931-52-6,88931-59-3,99946-24-4,119238-07-2,125135-54-8,139757-12-3
dl-9(O)-methano-Δ^6(9α)PGI₁

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) 9-borabicyclo<3.3.1>nonane, 2.) aq. NaOH, H₂O₂

2: 2.) dibenzylammonium trifluoroacetate / 1.) by Swern oxidation, 2.) benzene, 70 deg C

3: 88 percent / diisobutylaluminum hydride / toluene; hexane / 1.5 h / -78 °C

4: 99 percent / 4-dimethylaminopyridine / pyridine / 0.5 h / 23 °C

5: 1.) cuprous iodide, 2.) 9-borabicyclo<3.3.1>nonane, 3.) 6 N aq. NaOH, 30 percent H₂O₂ / 1.) ether/hexane, -78 deg C, 1h then 23 deg C, 20 min, 2.) THF, 0 deg C, 3 h then 23 deg C, 1 h, 3.) THF, 50 deg C, 1 h

6: 87 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 2 h / 23 °C

7: 77 percent / silver oxide, AgNO₃, 5 N aq. NaOH / methanol; tetrahydrofuran / 0.42 h / 45 °C

8: tetra-n-butylammonium fluoride / tetrahydrofuran / 48 h / 23 °C

With sodium hydroxide; copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium acetate; diisobutylaluminium hydride; silver nitrate; pyridinium chlorochromate; silver(l) oxide; dibenzylammonium trifluoroacetate salt; dmap; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; toluene;
DOI:10.1248/cpb.37.586