(1R,2S,4aS)-trans-(1,2,3,4,4a,7,8,8a-octahydro)-1α-[(2,3,5,6-tetramethoxyphenyl)-methyl]-1β,2β,4aβ,5-tetramethyl-naphthalene

Base Information

Chemical Name:(1R,2S,4aS)-trans-(1,2,3,4,4a,7,8,8a-octahydro)-1α-[(2,3,5,6-tetramethoxyphenyl)-methyl]-1β,2β,4aβ,5-tetramethyl-naphthalene
CAS No.:259194-79-1
Molecular Formula:C₂₅H₃₈O₄
Molecular Weight:402.574
Hs Code.:

Synonyms:(1R,2S,4aS)-trans-(1,2,3,4,4a,7,8,8a-octahydro)-1α-[(2,3,5,6-tetramethoxyphenyl)-methyl]-1β,2β,4aβ,5-tetramethyl-naphthalene

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Chemical Property of (1R,2S,4aS)-trans-(1,2,3,4,4a,7,8,8a-octahydro)-1α-[(2,3,5,6-tetramethoxyphenyl)-methyl]-1β,2β,4aβ,5-tetramethyl-naphthalene

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Technology Process of (1R,2S,4aS)-trans-(1,2,3,4,4a,7,8,8a-octahydro)-1α-[(2,3,5,6-tetramethoxyphenyl)-methyl]-1β,2β,4aβ,5-tetramethyl-naphthalene

There total 14 articles about (1R,2S,4aS)-trans-(1,2,3,4,4a,7,8,8a-octahydro)-1α-[(2,3,5,6-tetramethoxyphenyl)-methyl]-1β,2β,4aβ,5-tetramethyl-naphthalene 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: 95.0%

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

: 259194-79-1
(1R,2S,4aS)-trans-(1,2,3,4,4a,7,8,8a-octahydro)-1α-[(2,3,5,6-tetramethoxyphenyl)-methyl]-1β,2β,4aβ,5-tetramethyl-naphthalene

Guidance literature:: rhodium(III) chloride; In ethanol; chloroform; Heating;
DOI:10.1002/(SICI)1521-3773(19991216)38:24<3710::AID-ANIE3710>3.0.CO;2-H

Reference yield:

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

: 259194-79-1
(1R,2S,4aS)-trans-(1,2,3,4,4a,7,8,8a-octahydro)-1α-[(2,3,5,6-tetramethoxyphenyl)-methyl]-1β,2β,4aβ,5-tetramethyl-naphthalene

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

With hydrogenchloride; rhodium(III) chloride; potassium tert-butylate; ammonia; hydrogen bromide; hydrogen; lithium; acetic acid; triethylamine; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; chloroform; water; toluene;
DOI:10.1021/ja011413i

Reference yield:

: 3117-03-1
2,5-dimethoxyquinone

: 259194-79-1
(1R,2S,4aS)-trans-(1,2,3,4,4a,7,8,8a-octahydro)-1α-[(2,3,5,6-tetramethoxyphenyl)-methyl]-1β,2β,4aβ,5-tetramethyl-naphthalene

Guidance literature:: Multi-step reaction with 9 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

7.1: 89 percent / H₂; Et₃N / 10percent Pd/C / methanol / 12 h / 20 °C

8.1: 98 percent / KOtBu / toluene / 3 h / Heating

9.1: 95 percent / RhCl₃*H₂O / CHCl₃; ethanol / 48 h / Heating

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; rhodium(III) chloride; potassium tert-butylate; ammonia; hydrogen bromide; hydrogen; lithium; sodium hydrogensulfite; acetic acid; triethylamine; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; chloroform; water; toluene;
DOI:10.1021/ja011413i