(4aS,5S,8aS)-5,8a-Dimethyl-6-methylene-5-(2,3,5,6-tetramethoxy-benzyl)-octahydro-naphthalen-1-one

Base Information

Chemical Name:(4aS,5S,8aS)-5,8a-Dimethyl-6-methylene-5-(2,3,5,6-tetramethoxy-benzyl)-octahydro-naphthalen-1-one
CAS No.:259194-83-7
Molecular Formula:C₂₄H₃₄O₅
Molecular Weight:402.531
Hs Code.:

Synonyms:(4aS,5S,8aS)-5,8a-Dimethyl-6-methylene-5-(2,3,5,6-tetramethoxy-benzyl)-octahydro-naphthalen-1-one

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Chemical Property of (4aS,5S,8aS)-5,8a-Dimethyl-6-methylene-5-(2,3,5,6-tetramethoxy-benzyl)-octahydro-naphthalen-1-one

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Technology Process of (4aS,5S,8aS)-5,8a-Dimethyl-6-methylene-5-(2,3,5,6-tetramethoxy-benzyl)-octahydro-naphthalen-1-one

There total 11 articles about (4aS,5S,8aS)-5,8a-Dimethyl-6-methylene-5-(2,3,5,6-tetramethoxy-benzyl)-octahydro-naphthalen-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: 100.0%

: 213026-15-4
(1R,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-2-methylene-5-(2-methyl-1,3-dioxolan-2-yl)-naphthalene

: 259194-83-7
(4aS,5S,8aS)-5,8a-Dimethyl-6-methylene-5-(2,3,5,6-tetramethoxy-benzyl)-octahydro-naphthalen-1-one

Guidance literature:: With hydrogenchloride; water; In tetrahydrofuran;
DOI:10.1002/(SICI)1521-3773(19991216)38:24<3710::AID-ANIE3710>3.0.CO;2-H

Reference yield:

: 3117-03-1
2,5-dimethoxyquinone

: 259194-83-7
(4aS,5S,8aS)-5,8a-Dimethyl-6-methylene-5-(2,3,5,6-tetramethoxy-benzyl)-octahydro-naphthalen-1-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 5.50 mg / NaBH₄ / ethanol / 3 h / 0 °C

2.1: 4.9 mg / NaOH; NaHSO₃ / ethanol / 4 h / 70 - 80 °C

3.1: 74 percent / HBr; AcOH / 16 h / 20 °C

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

4.2: 76 percent / tetrahydrofuran; H₂O / 2 h / Heating

5.1: 98 percent / KOtBu / toluene / 4 h / Heating

6.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; potassium tert-butylate; ammonia; hydrogen bromide; lithium; sodium hydrogensulfite; acetic acid; In tetrahydrofuran; ethanol; water; toluene;
DOI:10.1021/ja011413i

Reference yield:

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

: 259194-83-7
(4aS,5S,8aS)-5,8a-Dimethyl-6-methylene-5-(2,3,5,6-tetramethoxy-benzyl)-octahydro-naphthalen-1-one

Guidance literature:: Multi-step reaction with 4 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

With hydrogenchloride; potassium tert-butylate; ammonia; hydrogen bromide; lithium; acetic acid; In tetrahydrofuran; water; toluene;
DOI:10.1021/ja011413i