(3R,3As,3Bs,6As,8As,9Ar)-Octahydro-3-Hydroxy-3,8A-DiMethyl-6-Methylene-1H-Oxireno[8,8A]Azuleno[4,5-B]Furan-5(6H)-One

Base Information

Chemical Name:(3R,3As,3Bs,6As,8As,9Ar)-Octahydro-3-Hydroxy-3,8A-DiMethyl-6-Methylene-1H-Oxireno[8,8A]Azuleno[4,5-B]Furan-5(6H)-One
CAS No.:1343403-10-0
Molecular Formula:C15H20O4
Molecular Weight:264.321
Hs Code.:
Mol file:1343403-10-0.mol

Synonyms:(3R,3As,3Bs,6As,8As,9Ar)-Octahydro-3-Hydroxy-3,8A-DiMethyl-6-Methylene-1H-Oxireno[8,8A]Azuleno[4,5-B]Furan-5(6H)-One;Epoxymicheliolide

Suppliers and Price of (3R,3As,3Bs,6As,8As,9Ar)-Octahydro-3-Hydroxy-3,8A-DiMethyl-6-Methylene-1H-Oxireno[8,8A]Azuleno[4,5-B]Furan-5(6H)-One

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

Usbiological
Epoxymicheliolide
10mg
$ 546.00

TRC
(1aS,3aS,6aS,6bS,7R,9aR)-7-Hydroxy-1a,7-dimethyl-4-methyleneoctahydro-1aH-oxireno[2'',3'':8,8a]azuleno[4,5-b]furan-5(6aH)-one
50 mg
$ 525.00

Crysdot
1β,10β-Epoxymicheliolide 97%
25mg
$ 178.00

Crysdot
1β,10β-Epoxymicheliolide 97%
5mg
$ 99.00

Crysdot
1β,10β-Epoxymicheliolide 97%
100mg
$ 485.00

Chemenu
Epoxymicheliolide 97%
100mg
$ 458.00

Arctom
Epoxymicheliolide ≥98%
10mg
$ 300.00

Arctom
Epoxymicheliolide ≥98%
10mg
$ 198.00

Total 39 raw suppliers

Chemical Property of (3R,3As,3Bs,6As,8As,9Ar)-Octahydro-3-Hydroxy-3,8A-DiMethyl-6-Methylene-1H-Oxireno[8,8A]Azuleno[4,5-B]Furan-5(6H)-One

Chemical Property:

Boiling Point:451.6±45.0 °C(Predicted)
PKA:14.65±0.40(Predicted)
PSA：59.06000
Density:1.28±0.1 g/cm3(Predicted)
LogP:1.56670

Purity/Quality:

99%, ^*data from raw suppliers

Epoxymicheliolide ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Uses (1aS,3aS,6aS,6bS,7R,9aR)-7-Hydroxy-1a,7-dimethyl-4-methyleneoctahydro-1aH-oxireno[2'',3'':8,8a]azuleno[4,5-b]furan-5(6aH)-one is a reactant in the sysnthesis of Arglabin (A769750), a sesquiterpene lactone used in the inhibition of glucose induced NF-kB activation and MCP-1/TGF-β1 expression treating diabetic nephropathy. Cytocoxic.

Technology Process of (3R,3As,3Bs,6As,8As,9Ar)-Octahydro-3-Hydroxy-3,8A-DiMethyl-6-Methylene-1H-Oxireno[8,8A]Azuleno[4,5-B]Furan-5(6H)-One

There total 5 articles about (3R,3As,3Bs,6As,8As,9Ar)-Octahydro-3-Hydroxy-3,8A-DiMethyl-6-Methylene-1H-Oxireno[8,8A]Azuleno[4,5-B]Furan-5(6H)-One 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: 91.0%

: 68370-47-8
(3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylene-3a,4,5,7,8,9,9a,9b-octahydroazuleno[4,5-b]furan-2(3H)-one

: 1343403-10-0
(1R,3aR,4aS,6aS,9aS,9bS)-1-hydroxy-1,4a-dimethyl-7-methyleneoctahydro-1H-oxireno[2',3':8,8a]azuleno[4,5-b]furan-8(4aH)-one

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 6h;

Reference yield: 53.0%

: 68370-47-8
(3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylene-3a,4,5,7,8,9,9a,9b-octahydroazuleno[4,5-b]furan-2(3H)-one

: 1343403-10-0
(1R,3aR,4aS,6aS,9aS,9bS)-1-hydroxy-1,4a-dimethyl-7-methyleneoctahydro-1H-oxireno[2',3':8,8a]azuleno[4,5-b]furan-8(4aH)-one

: (3aS,5S,9R,9aS,9bS)-5,9-dihydroxy-6,9-dimethyl-3-methylene-3a,4,5,7,8,9,9a,9b-octahydroazuleno[4,5-b]furan-2(3H)-one

: (3aS,6R,9R,9aS,9bS)-6,9-dihydroxy-6,9-dimethyl-3-methylene-3a,4,5,6,8,9,9a,9b-octahydroazuleno[4,5-b]furan-2(3H)-one

Guidance literature:: With tert.-butylhydroperoxide; selenium(IV) oxide; In dichloromethane; water; for 3h;
DOI:10.1016/j.bioorg.2021.104973

Reference yield:

: 503551-53-9
parthenolide

: 1343403-10-0
(1R,3aR,4aS,6aS,9aS,9bS)-1-hydroxy-1,4a-dimethyl-7-methyleneoctahydro-1H-oxireno[2',3':8,8a]azuleno[4,5-b]furan-8(4aH)-one

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / dichloromethane / 23 h / 20 °C / Large scale reaction

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

With toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo300888s