[1-R-(1β,2β,4aβ,8aα)-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)-methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

Base Information

Chemical Name:[1-R-(1β,2β,4aβ,8aα)-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)-methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione
CAS No.:388120-04-5
Molecular Formula:C₂₂H₃₀O₄
Molecular Weight:358.478
Hs Code.:

Synonyms:[1-R-(1β,2β,4aβ,8aα)-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)-methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

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Chemical Property of [1-R-(1β,2β,4aβ,8aα)-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)-methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

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Technology Process of [1-R-(1β,2β,4aβ,8aα)-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)-methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

There total 18 articles about [1-R-(1β,2β,4aβ,8aα)-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)-methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione 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: 59.0%

: 388120-03-4
[1-R-(1β,2β,4aβ,8aα)-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)-methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

: 388120-04-5
[1-R-(1β,2β,4aβ,8aα)-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)-methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

Guidance literature:: With potassium hydroxide; In methanol; at 20 ℃;
DOI:10.1021/ja011413i

Reference yield: 33.0%

: 388120-02-3
(1R,2R,4aS)-trans-decahydro-1α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,2α,4aβ,5-tetramethyl-naphthalene

: 388120-03-4
[1-R-(1β,2β,4aβ,8aα)-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)-methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

: 388120-04-5
[1-R-(1β,2β,4aβ,8aα)-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)-methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

: 388120-11-4
4,5-Dimethoxy-3-((1R,2R,4aS,8aS)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-ylmethyl)-[1,2]benzoquinone

Guidance literature:: With silver(II) oxide; nitric acid; In 1,4-dioxane; at 20 ℃;
DOI:10.1021/ja011413i

Reference yield:

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

: 388120-04-5
[1-R-(1β,2β,4aβ,8aα)-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)-methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: Li; NH₃ / tetrahydrofuran; H₂O / 0.75 h / -78 - -33 °C

1.2: 76 percent / tetrahydrofuran; H₂O / 2 h / Heating

2.1: 98 percent / KOtBu / toluene / 4 h / Heating

3.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C

4.1: 3 percent / H₂; Et₃N / 10percent Pd/C / methanol / 12 h / 20 °C

5.1: 98 percent / KOtBu / toluene / Heating

6.1: 95 percent / RhCl₃*H₂O / CHCl₃; ethanol / 48 h / Heating

7.1: 33 percent / AgO; HNO₃ / dioxane / 20 °C

8.1: 59 percent / aq. KOH / methanol / 20 °C

With hydrogenchloride; silver(II) oxide; potassium hydroxide; rhodium(III) chloride; potassium tert-butylate; ammonia; hydrogen; nitric acid; lithium; triethylamine; 10percent Pd/C; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; water; toluene;
DOI:10.1021/ja011413i