[4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone

Base Information

Chemical Name:[4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone
CAS No.:270927-44-1
Molecular Formula:C₂₀H₂₄O₃S
Molecular Weight:344.475
Hs Code.:

Synonyms:[4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone

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Chemical Property of [4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone

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Technology Process of [4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone

There total 5 articles about [4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone 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: 87.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 108-98-5
thiophenol

: 153667-82-4
(+)-[4aR]-4,4a,5,6,7,8-hexahydro-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone

: 270927-44-1
[4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone

Guidance literature:: With triethylamine; In ethanol; water; for 96h; Heating;
DOI:10.1080/00397910008087164

Reference yield:

: 702-69-2
7-methyl-1,4-dioxa-spiro[4.5]decan-8-one

: 270927-44-1
[4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / TsOH / benzene / 5 h / Heating

2: tetrahydrofuran / 72 h / 20 °C

3: 4.43 g / aq. AcOH / 3 h

4: 86 percent / MeONa / methanol / 5 h / 55 °C

5: 87 percent / Et₃N / ethanol; H₂O / 96 h / Heating

With sodium methylate; toluene-4-sulfonic acid; acetic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; water; benzene; 1: Condensation / 2: Addition / 3: Hydrolysis / 4: Cyclization / 5: Mannich reaction;
DOI:10.1080/00397910008087164

Reference yield:

: 372955-64-1
N-{(R,S)-9-methyl-1,4-dioxaspiro[4.5]decan-8-yliden}-(R)-1-phenylethylamine

: 270927-44-1
[4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 72 h / 20 °C

2: 4.43 g / aq. AcOH / 3 h

3: 86 percent / MeONa / methanol / 5 h / 55 °C

4: 87 percent / Et₃N / ethanol; H₂O / 96 h / Heating

With sodium methylate; acetic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; water; 1: Addition / 2: Hydrolysis / 3: Cyclization / 4: Mannich reaction;
DOI:10.1080/00397910008087164