4,5-Dimethoxy-3-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,2]benzoquinone

Base Information

Chemical Name:4,5-Dimethoxy-3-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,2]benzoquinone
CAS No.:388120-48-7
Molecular Formula:C₂₃H₃₂O₄
Molecular Weight:372.505
Hs Code.:

Synonyms:4,5-Dimethoxy-3-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,2]benzoquinone

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Chemical Property of 4,5-Dimethoxy-3-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,2]benzoquinone

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Technology Process of 4,5-Dimethoxy-3-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,2]benzoquinone

There total 14 articles about 4,5-Dimethoxy-3-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,2]benzoquinone 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: 40.0%

: 213026-18-7
(1R,2S,4aS)-trans-decahydro-1α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,2β,4aβ-trimethyl-5-methylene-naphthalene

: 71678-03-0
ilimaquinone

: 121994-56-7
[1R-(1α,2β,4aβ,8aα)]-3-[(decahydro-1,2,4a-trimethyl-5-methylene-1-naphthalenyl)methyl]-2,5-dimethoxy-2,5-cyclohexadiene-1,4-dione

: 388120-48-7
4,5-Dimethoxy-3-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decahydro-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

: 388120-48-7
4,5-Dimethoxy-3-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,2]benzoquinone

Guidance literature:: Multi-step reaction with 6 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: 89 percent / H₂; Et₃N / 10percent Pd/C / methanol / 12 h / 20 °C

5.1: 98 percent / KOtBu / toluene / 3 h / Heating

6.1: 40 percent / AgO; HNO₃ / dioxane / 20 °C

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

Reference yield:

: 2441-46-5
1,2,4,5-tetramethoxybenzene

: 388120-48-7
4,5-Dimethoxy-3-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-[1,2]benzoquinone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 74 percent / HBr; AcOH / 16 h / 20 °C

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

2.2: 76 percent / tetrahydrofuran; H₂O / 2 h / Heating

3.1: 98 percent / KOtBu / toluene / 4 h / Heating

4.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C

5.1: 89 percent / H₂; Et₃N / 10percent Pd/C / methanol / 12 h / 20 °C

6.1: 98 percent / KOtBu / toluene / 3 h / Heating

7.1: 40 percent / AgO; HNO₃ / dioxane / 20 °C

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