(1S,2S,4aS)-(-)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-5-(2-methyl-1,3-dioxolan-2-yl)-octahydro-1β,2β,4aβ-trimethyl-5(6H)-naphthalenone

Base Information

Chemical Name:(1S,2S,4aS)-(-)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-5-(2-methyl-1,3-dioxolan-2-yl)-octahydro-1β,2β,4aβ-trimethyl-5(6H)-naphthalenone
CAS No.:184485-48-1
Molecular Formula:C₂₄H₃₆O₄
Molecular Weight:388.547
Hs Code.:

Synonyms:(1S,2S,4aS)-(-)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-5-(2-methyl-1,3-dioxolan-2-yl)-octahydro-1β,2β,4aβ-trimethyl-5(6H)-naphthalenone

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Chemical Property of (1S,2S,4aS)-(-)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-5-(2-methyl-1,3-dioxolan-2-yl)-octahydro-1β,2β,4aβ-trimethyl-5(6H)-naphthalenone

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Technology Process of (1S,2S,4aS)-(-)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-5-(2-methyl-1,3-dioxolan-2-yl)-octahydro-1β,2β,4aβ-trimethyl-5(6H)-naphthalenone

There total 7 articles about (1S,2S,4aS)-(-)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-5-(2-methyl-1,3-dioxolan-2-yl)-octahydro-1β,2β,4aβ-trimethyl-5(6H)-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: 62.0%

: 184485-47-0
(1S,4aS)-(+)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)-2-methyleneoctahydro-5(6H)-naphthalenone

: 184485-48-1
(1S,2S,4aS)-(-)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-5-(2-methyl-1,3-dioxolan-2-yl)-octahydro-1β,2β,4aβ-trimethyl-5(6H)-naphthalenone

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; triethylamine; for 12h; under 760 Torr; Ambient temperature;
DOI:10.1021/jo961048r

Reference yield: 57.0%

: 184485-47-0
(1S,4aS)-(+)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)-2-methyleneoctahydro-5(6H)-naphthalenone

: 184485-48-1
(1S,2S,4aS)-(-)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-5-(2-methyl-1,3-dioxolan-2-yl)-octahydro-1β,2β,4aβ-trimethyl-5(6H)-naphthalenone

: 237735-94-3
C₂₄H₃₆O₄

Guidance literature:: With hydrogen; nickel; In ethanol; for 10h; Ambient temperature;
DOI:10.1016/S0040-4039(99)00686-3

Reference yield:

: 26742-33-6
(4aS)-1,4aβ-dimethyl-4,4a,7,8-tetrahydronaphthalene-2,5(3H,6H)-dione-5-ethyeneacetal

: 184485-48-1
(1S,2S,4aS)-(-)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-5-(2-methyl-1,3-dioxolan-2-yl)-octahydro-1β,2β,4aβ-trimethyl-5(6H)-naphthalenone

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Li, NH₃ / tetrahydrofuran / 3 h / -35 °C

2: 70 percent / n-BuLi / dioxane / 24 h / 110 °C

3: 57 percent / H₂ / Raney Ni / ethanol / 10 h / Ambient temperature

With n-butyllithium; ammonia; hydrogen; lithium; nickel; In tetrahydrofuran; 1,4-dioxane; ethanol;
DOI:10.1016/S0040-4039(99)00686-3