(1S,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)naphthalene-2-one

Base Information

Chemical Name:(1S,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)naphthalene-2-one
CAS No.:213026-14-3
Molecular Formula:C₂₅H₃₆O₇
Molecular Weight:448.557
Hs Code.:

Synonyms:(1S,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)naphthalene-2-one

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Chemical Property of (1S,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)naphthalene-2-one

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Technology Process of (1S,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)naphthalene-2-one

There total 16 articles about (1S,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)naphthalene-2-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: 96.0%

: 213026-13-2
C₂₅H₃₄O₇

: 213026-14-3
(1S,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)naphthalene-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 4h; under 760 Torr;
DOI:10.1021/jo9805192

Reference yield: 76.0%

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

: 86489-89-6
3-(bromomethyl)-1,2,4,5-tetramethoxybenzene

: 213026-14-3
(1S,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)naphthalene-2-one

Guidance literature:: (4aS)-1,4aβ-dimethyl-4,4a,7,8-tetrahydronaphthalene-2,5(3H,6H)-dione-5-ethyeneacetal; With ammonia; water; lithium; In tetrahydrofuran; at -33 ℃; for 0.75h;

3-(bromomethyl)-1,2,4,5-tetramethoxybenzene; In tetrahydrofuran; ammonia; at -33 ℃; for 2h;
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

: 213026-14-3
(1S,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)naphthalene-2-one

Guidance literature:: Multi-step reaction with 2 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

With ammonia; hydrogen bromide; lithium; acetic acid; In tetrahydrofuran; water;
DOI:10.1021/ja011413i