(1R,8aS)-1-(furan-3-yl)-5,8a-dimethyl-1,7,8,8a-tetrahydro-3H-isochromen-3-one

Base Information

Chemical Name:(1R,8aS)-1-(furan-3-yl)-5,8a-dimethyl-1,7,8,8a-tetrahydro-3H-isochromen-3-one
CAS No.:52730-11-7
Molecular Formula:C15H16O3
Molecular Weight:244.2857
Hs Code.:

Synonyms:

Suppliers and Price of (1R,8aS)-1-(furan-3-yl)-5,8a-dimethyl-1,7,8,8a-tetrahydro-3H-isochromen-3-one

Supply Marketing:

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

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Chemical Property of (1R,8aS)-1-(furan-3-yl)-5,8a-dimethyl-1,7,8,8a-tetrahydro-3H-isochromen-3-one

Chemical Property:

Vapor Pressure:7.55E-07mmHg at 25°C
Boiling Point:407.4°Cat760mmHg
Flash Point:200.2°C
Density:1.18g/cm³

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (1R,8aS)-1-(furan-3-yl)-5,8a-dimethyl-1,7,8,8a-tetrahydro-3H-isochromen-3-one

There total 15 articles about (1R,8aS)-1-(furan-3-yl)-5,8a-dimethyl-1,7,8,8a-tetrahydro-3H-isochromen-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: 80.0%

: C₁₅H₁₈O₄

: 25992-11-4,52730-11-7,52730-12-8
(+)-pyroangolensolide

Guidance literature:: C₁₅H₁₈O₄; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; for 4.25h; Inert atmosphere; Sealed tube;

With Burgess Reagent; In tetrahydrofuran; at 60 ℃; for 3h; Inert atmosphere; Sealed tube;
DOI:10.1021/jacs.9b04508

Reference yield:

: 40790-56-5
2,6-dimethyl-2-cyclohexen-1-one

: 25992-11-4,52730-11-7,52730-12-8
(+)-pyroangolensolide

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

2.1: R-(+)-6-phenyl-2,3,5,6-tetrahydro-imidazo<2,1b>thiazole / toluene / 0.25 h / 0 °C / Inert atmosphere; Resolution of racemate

2.2: 10 h / 0 °C / Inert atmosphere; Resolution of racemate

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 4.25 h / -78 - 20 °C / Inert atmosphere; Sealed tube

3.2: 3 h / 60 °C / Inert atmosphere; Sealed tube

With n-butyllithium; R-(+)-6-phenyl-2,3,5,6-tetrahydro-imidazo<2,1b>thiazole; diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; toluene; 1.1: |Aldol Addition / 1.2: |Aldol Addition / 3.1: |Aldol Addition;
DOI:10.1021/jacs.9b04508

Reference yield:

: 2816-57-1
2,6-dimethylcyclohexanone

: 25992-11-4,52730-11-7,52730-12-8
(+)-pyroangolensolide

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.83 h / -40 - 0 °C / Inert atmosphere

1.2: 0.5 h / 0 °C / Inert atmosphere

1.3: 5 h / 0 - 60 °C / Inert atmosphere

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

3.1: R-(+)-6-phenyl-2,3,5,6-tetrahydro-imidazo<2,1b>thiazole / toluene / 0.25 h / 0 °C / Inert atmosphere; Resolution of racemate

3.2: 10 h / 0 °C / Inert atmosphere; Resolution of racemate

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 4.25 h / -78 - 20 °C / Inert atmosphere; Sealed tube

4.2: 3 h / 60 °C / Inert atmosphere; Sealed tube

With n-butyllithium; R-(+)-6-phenyl-2,3,5,6-tetrahydro-imidazo<2,1b>thiazole; diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; toluene; 2.1: |Aldol Addition / 2.2: |Aldol Addition / 4.1: |Aldol Addition;
DOI:10.1021/jacs.9b04508