3-(4-hydroxy-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one

Base Information

Chemical Name:3-(4-hydroxy-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one
CAS No.:875013-01-7
Molecular Formula:C₂₂H₂₆O₂S
Molecular Weight:354.513
Hs Code.:

Synonyms:3-(4-hydroxy-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one

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Chemical Property of 3-(4-hydroxy-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one

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Technology Process of 3-(4-hydroxy-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one

There total 10 articles about 3-(4-hydroxy-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-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: 99.0%

: (E)-3-(4-hydroxy-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)prop-2-en-1-one

: 875013-01-7
3-(4-hydroxy-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol; at 20 ℃; for 3h; under 1125.11 Torr;
DOI:10.1021/jm4014373

Reference yield:

: 875013-00-6
3-(4-hydroxy-3,5-dimethyl-phenyl)-1-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclo-propa[a]pentalen-4-yl)-propenone

: 875013-01-7
3-(4-hydroxy-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; at 20 ℃; for 4h; under 1125.11 Torr;

Reference yield:

: 498-15-7,19079-29-9
(+)-Δ³-carene

: 875013-01-7
3-(4-hydroxy-3,5-dimethylphenyl)-1-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propan-1-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: ozone / methanol / -65 °C

1.2: 2 h / 20 - 35 °C

2.1: thionyl chloride / 0.5 h / 0 °C

3.1: sodium methylate / methanol / 1 h / Reflux

4.1: triphenylphosphine; tetrachloromethane / tetrachloromethane / 65 °C

5.1: sodium ethanolate / ethanol / 0.08 h / 20 °C

5.2: 1 h / 20 °C

5.3: 1 h / 75 °C

6.1: lithium hydroxide; water / ethanol / 2 h / 75 °C

7.1: diethyl ether / 35 °C

8.1: hydrogenchloride / ethanol; isopropyl alcohol / 20 h / 20 °C

9.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 3 h / 20 °C / 1125.11 Torr

With hydrogenchloride; tetrachloromethane; thionyl chloride; palladium 10% on activated carbon; water; hydrogen; sodium methylate; sodium ethanolate; ozone; triphenylphosphine; lithium hydroxide; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; isopropyl alcohol; 3.1: |Dieckmann Condensation;
DOI:10.1021/jm4014373