(1aR,4R,4aS,7R,7aS,9aR)-4,7,9a-trimethyldecahydro-3H-oxireno[7,8]naphtho[8a,1-b]furan-3-one

Base Information

Chemical Name:(1aR,4R,4aS,7R,7aS,9aR)-4,7,9a-trimethyldecahydro-3H-oxireno[7,8]naphtho[8a,1-b]furan-3-one
CAS No.:87206-33-5
Molecular Formula:C15H22 O3
Molecular Weight:250.338
Hs Code.:

Synonyms:3H-Oxireno[7,8]naphtho[8a,1-b]furan-3-one,decahydro-4,7,9a-trimethyl-, [1aR-(1aa,1bR*,4a,4ab,7b,7ab,9aa)]-

Suppliers and Price of (1aR,4R,4aS,7R,7aS,9aR)-4,7,9a-trimethyldecahydro-3H-oxireno[7,8]naphtho[8a,1-b]furan-3-one

Supply Marketing:

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

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Total 2 raw suppliers

Chemical Property of (1aR,4R,4aS,7R,7aS,9aR)-4,7,9a-trimethyldecahydro-3H-oxireno[7,8]naphtho[8a,1-b]furan-3-one

Chemical Property:

Vapor Pressure:3.38E-06mmHg at 25°C
Boiling Point:387.1°Cat760mmHg
Flash Point:163°C
PSA：38.83000
Density:1.16g/cm³
LogP:2.53170

Purity/Quality:: ≥98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (1aR,4R,4aS,7R,7aS,9aR)-4,7,9a-trimethyldecahydro-3H-oxireno[7,8]naphtho[8a,1-b]furan-3-one

There total 2 articles about (1aR,4R,4aS,7R,7aS,9aR)-4,7,9a-trimethyldecahydro-3H-oxireno[7,8]naphtho[8a,1-b]furan-3-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: 57.0%

: 50906-56-4
(1R,5S,8R,9S,12R,14R)-8,12-dimethyl-4-methylidene-2,13-dioxatetracyclo[7.5.0.0^1,5.0^12,14]tetradecan-3-one

: 87206-33-5
(3R)-dihydroarteannuin B

: 64390-16-5
3-S-dihydroarteannuin B

: C₁₅H₂₀O₃

Guidance literature:: With hydrogen; Wilkinson's catalyst; In ethanol; benzene;
DOI:10.1016/S0040-4020(97)10286-1

Reference yield: 30.0%

: 85031-60-3
4α-hydroperoxy-amorph-5-en-12-oic acid

: 87206-33-5
(3R)-dihydroarteannuin B

: 105231-07-0
(4R,4aS,7R,8S)-4,7-Dimethyl-8-(3-oxo-butyl)-4,4a,5,6,7,8-hexahydro-isochromen-3-one

: dihydro-deoxyarteanniun B

: 1α-aldehyde-2β-[3-butanone]-3α-methyl-6β-[2-propanoic acid]-cyclohexane

Guidance literature:: In chloroform-d1; at 20 ℃; for 504000h; Further byproducts given;
DOI:10.1016/S0040-4020(01)01193-0

Reference yield:

: 87206-33-5
(3R)-dihydroarteannuin B

: 63968-64-9
C₁₂H₁₃O₂(CH₃)3(O)(OO)

Guidance literature:: Multi-step reaction with 6 steps

1.1: 59 percent / WCl₆; n-BuLi / tetrahydrofuran / 1.75 h / 20 °C

2.1: ozone / CH₂Cl₂; methanol / -78 - 20 °C

2.2: 93 percent / dimethyl sulfide / CH₂Cl₂; methanol / 3 h / 20 °C

3.1: 96 percent / trimethylsilyl triflate / CH₂Cl₂ / 16 h / -78 °C

4.1: sodium naphthalenide / tetrahydrofuran / -25 °C

4.2: 82 percent / triethylamine / tetrahydrofuran / 4 h / -25 - 20 °C

5.1: Rose Bengal; oxygen / tetradeuteriomethanol / 0.5 h / Irradiation; acetone/dry ice cooling

6.1: TMSOTf / CH₂Cl₂ / 0.33 h / -78 °C

6.2: 1.39 mg / water; CSA / CH₂Cl₂ / 3 h / 20 °C

With n-butyllithium; trimethylsilyl trifluoromethanesulfonate; oxygen; sodium naphthalenide; rose bengal; tungsten(VI) chloride; ozone; In tetrahydrofuran; methanol; dichloromethane; d⁽⁴⁾-methanol; 1.1: deoxygenation / 2.1: ozonolysis / 2.2: Reduction / 3.1: ketalization / 4.1: Reduction / 4.2: Alkylation / 5.1: Oxidation / 6.1: Cyclization / 6.2: Cyclization;
DOI:10.1016/S0040-4020(97)10286-1