3-Oxaisocarbacyclin

Base Information

Chemical Name:3-Oxaisocarbacyclin
CAS No.:106402-09-9
Molecular Formula:C₂₀H₃₂O₅
Molecular Weight:352.471
Hs Code.:
DSSTox Substance ID:DTXSID601104413
Nikkaji Number:J293.762J
Mol file:106402-09-9.mol

Synonyms:3-oxa-9(O)-methano-delta(6(9alpha))-prostaglandin I1;3-oxa-9(O)-methano-delta(6,9)prostaglandin I(1);3-oxaisocarbacyclin

Suppliers and Price of 3-Oxaisocarbacyclin

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of 3-Oxaisocarbacyclin

Chemical Property:

Vapor Pressure:2.97E-13mmHg at 25°C
Boiling Point:525.8°Cat760mmHg
Flash Point:180.3°C
PSA：86.99000
Density:1.178g/cm³
LogP:2.91840
XLogP3:2.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:11
Exact Mass:352.22497412
Heavy Atom Count:25
Complexity:485

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCC(C=CC1C(CC2C1CC(=C2)CCOCC(=O)O)O)O
Isomeric SMILES:CCCCC[C@@H](/C=C/[C@H]1[C@@H](C[C@H]2[C@@H]1CC(=C2)CCOCC(=O)O)O)O

Technology Process of 3-Oxaisocarbacyclin

There total 87 articles about 3-Oxaisocarbacyclin 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%

: 99525-22-1,112419-85-9,116781-05-6
dl-3-oxa-9(O)-methano-Δ^6(9α)-prostaglandin I₁, 11,15-bis(tetrahydropyran-2-yl)ether

: 99534-81-3,106402-09-9,112419-86-0,112419-87-1
dl-3-oxa-9(O)-methano-Δ^6(9α)-prostaglandin I₁

Guidance literature:: With camphor-10-sulfonic acid; In water; acetone; at 40 ℃; for 2h;
DOI:10.1248/cpb.35.948

Reference yield:

: 70871-22-6
(1S,2R,3R,5R)-2-hydroxymethyl-3-(tetrahydropyran-2-yl)oxy-7,7-ethylenedioxybicyclo<3.3.0>octane

: 106402-09-9
(+)-[2-[(2R,3aS,4R,5R,6aS)-octahydro-5-hydroxy-4-[(E)-(3S,5S)-3-hydroxy-5-methyl-1-nonenyl]-2-pentalenyl]ethoxy]acetic acid

Guidance literature:: Multi-step reaction with 14 steps

1: 4.03 g / p-TsOH / acetone; H₂O / 2 h / 40 °C

2: 7.25 g / p-TsOH / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 86.2 g / tetrahydrofuran; dimethylformamide / 4 h / 20 - 30 °C

4: lithium dicyclohexylamide / hexamethylphosphoric acid triamide; tetrahydrofuran / 0.33 h / -73 - -65 °C

5: LiAlH₄, NaOH (4percent) / diethyl ether / 0.5 h / 5 - 10 °C

6: pyridine / 0.25 h / 20 - 30 °C

7: 12.6 g / p-TsOH / H₂O; methanol / 1.5 h

9: 3.10 g / pyridine-SO₃, Et₃N / dimethylsulfoxide / 1 h / Ambient temperature

10: 3.61 g / diethyl ether / 3 h / Ambient temperature

11: 2.12 g / NaBH₄, CeCl₃*7H₂O / methanol / 0.5 h

12: 2.30 g / p-TsOH / CH₂Cl₂ / 0.5 h

13: 1.81 percent / K₂CO₃ / methanol / 1 h / 40 - 45 °C

14: 260 mg

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; cerium(III) chloride; sulfur trioxide pyridine complex; lithium dicyclohexylamide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.35.4000

Reference yield:

: 114647-28-8
(1R,5S,6S,7R)-3-oxo-6-(tert-butyldiphenylsilyloxymethyl)-7-hydroxybicyclo<3.3.0>octane

: 106402-09-9
(+)-[2-[(2R,3aS,4R,5R,6aS)-octahydro-5-hydroxy-4-[(E)-(3S,5S)-3-hydroxy-5-methyl-1-nonenyl]-2-pentalenyl]ethoxy]acetic acid

Guidance literature:: Multi-step reaction with 13 steps

1: 960 g / p-TsOH / CH₂Cl₂ / 0.5 h

2: 61 percent / 1.) lithium dicyclohexylamide / 1.) THF, -78 deg C, 1 h; 2.) HMPA, 45 min

3: 1.) NaH / 1.) THF, DMF, HMPA, 30 min; 2.) THF, room temp., 3 h

4: 52 mg / Raney Ni / ethanol / 1 h / Heating

5: 45 mg / LiAlH₄ / tetrahydrofuran / 0.5 h

6: 32 mg / pyridine / 1 h / Ambient temperature

7: 18 mg / Bu₄NF (1M) / tetrahydrofuran / 7 h / Ambient temperature

8: 3.10 g / pyridine-SO₃, Et₃N / dimethylsulfoxide / 1 h / Ambient temperature

9: 3.61 g / diethyl ether / 3 h / Ambient temperature

10: 2.12 g / NaBH₄, CeCl₃*7H₂O / methanol / 0.5 h

11: 2.30 g / p-TsOH / CH₂Cl₂ / 0.5 h

12: 1.81 percent / K₂CO₃ / methanol / 1 h / 40 - 45 °C

13: 260 mg

With sodium tetrahydroborate; lithium aluminium tetrahydride; cerium(III) chloride; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; sodium hydride; lithium dicyclohexylamide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; nickel; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1248/cpb.35.4000