(4aS,8aS)-N-(3,5-dihydroxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide

Base Information

Chemical Name:(4aS,8aS)-N-(3,5-dihydroxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide
CAS No.:1619983-02-6
Molecular Formula:C₂₁H₂₉NO₃
Molecular Weight:343.466
Hs Code.:

Synonyms:(4aS,8aS)-N-(3,5-dihydroxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide

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Chemical Property of (4aS,8aS)-N-(3,5-dihydroxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide

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Technology Process of (4aS,8aS)-N-(3,5-dihydroxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide

There total 5 articles about (4aS,8aS)-N-(3,5-dihydroxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide 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: 30.0%

: 1619983-00-4
(4aS,8aS)-N-(3,5-dimethoxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide

: 1619983-01-5
(4aS,8aS)-N-(3-hydroxy-5-methoxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide

: 1619983-02-6
(4aS,8aS)-N-(3,5-dihydroxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide

Guidance literature:: (4aS,8aS)-N-(3,5-dimethoxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide; With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 2.16667h; Inert atmosphere;

With hydrogenchloride; In water; isopropyl alcohol; at 80 ℃; for 0.75h;

Reference yield:

: 52618-00-5
(1R,2R,4aS,8aS)-(+)-2-hydroxy-1,2,3,4,4a,5,6,7,8,8a-decahydro-2,5,5,8a-tetramethyl-naphthalen-1-aldehyde

: 1619983-01-5
(4aS,8aS)-N-(3-hydroxy-5-methoxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide

: 1619983-02-6
(4aS,8aS)-N-(3,5-dihydroxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / toluene / 1.75 h / Inert atmosphere; Reflux; Dean-Stark

2.1: dihydrogen peroxide; sodium chlorite; sodium dihydrogenphosphate / dichloromethane; water; acetonitrile / 19.5 h / 20 °C

3.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

4.1: pyridine / 1.5 h / 20 °C

5.1: boron tribromide / dichloromethane / 2.17 h / -78 - 20 °C / Inert atmosphere

5.2: 0.75 h / 80 °C

With pyridine; sodium chlorite; sodium dihydrogenphosphate; oxalyl dichloride; dihydrogen peroxide; boron tribromide; toluene-4-sulfonic acid; N,N-dimethyl-formamide; In dichloromethane; water; toluene; acetonitrile;

Reference yield:

: 68985-10-4
(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalene-1-carboxaldehyde

: 1619983-01-5
(4aS,8aS)-N-(3-hydroxy-5-methoxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide

: 1619983-02-6
(4aS,8aS)-N-(3,5-dihydroxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: dihydrogen peroxide; sodium chlorite; sodium dihydrogenphosphate / dichloromethane; water; acetonitrile / 19.5 h / 20 °C

2.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: pyridine / 1.5 h / 20 °C

4.1: boron tribromide / dichloromethane / 2.17 h / -78 - 20 °C / Inert atmosphere

4.2: 0.75 h / 80 °C

With pyridine; sodium chlorite; sodium dihydrogenphosphate; oxalyl dichloride; dihydrogen peroxide; boron tribromide; N,N-dimethyl-formamide; In dichloromethane; water; acetonitrile;