(3S,4S,4aS,8aS)-4-[(3-hydroxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalene-2-carboxamide

Base Information

Chemical Name:(3S,4S,4aS,8aS)-4-[(3-hydroxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalene-2-carboxamide
CAS No.:1619983-22-0
Molecular Formula:C₂₃H₃₃NO₃
Molecular Weight:371.52
Hs Code.:

Synonyms:(3S,4S,4aS,8aS)-4-[(3-hydroxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalene-2-carboxamide

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Chemical Property of (3S,4S,4aS,8aS)-4-[(3-hydroxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalene-2-carboxamide

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Technology Process of (3S,4S,4aS,8aS)-4-[(3-hydroxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalene-2-carboxamide

There total 6 articles about (3S,4S,4aS,8aS)-4-[(3-hydroxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalene-2-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: 41.0%

: 1619983-20-8
(3S,4S,4aS,8aS)-4-[(3-methoxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalene-2-carboxamide

: 1619983-22-0
(3S,4S,4aS,8aS)-4-[(3-hydroxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalene-2-carboxamide

Guidance literature:: (3S,4S,4aS,8aS)-4-[(3-methoxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalene-2-carboxamide; With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 23h; Inert atmosphere;

With hydrogenchloride; In water; isopropyl alcohol; at 80 ℃; for 0.5h;

Reference yield:

: 1619982-82-9
(2R,3R,4S,4aS,8aS)-4-[(3-methoxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-ol

: 1619983-22-0
(3S,4S,4aS,8aS)-4-[(3-hydroxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalene-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridinium chlorochromate / dichloromethane / 2 h / Inert atmosphere

2.1: trisylhydrazine / methanol / 1.17 h / 20 °C / Inert atmosphere

2.2: 2.75 h / Reflux

3.1: potassium hydroxide / water; ethylene glycol / 22 h / 120 °C / Inert atmosphere

4.1: boron tribromide / dichloromethane / 23 h / -78 - 20 °C / Inert atmosphere

4.2: 0.5 h / 80 °C

With trisylhydrazine; boron tribromide; pyridinium chlorochromate; potassium hydroxide; In methanol; dichloromethane; water; ethylene glycol;

Reference yield:

: 1619982-83-0
(3R,4S,4aS,8aS)-4-[(3-methoxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-one

: 1619983-22-0
(3S,4S,4aS,8aS)-4-[(3-hydroxy-5-methylphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalene-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: trisylhydrazine / methanol / 1.17 h / 20 °C / Inert atmosphere

1.2: 2.75 h / Reflux

2.1: potassium hydroxide / water; ethylene glycol / 22 h / 120 °C / Inert atmosphere

3.1: boron tribromide / dichloromethane / 23 h / -78 - 20 °C / Inert atmosphere

3.2: 0.5 h / 80 °C

With trisylhydrazine; boron tribromide; potassium hydroxide; In methanol; dichloromethane; water; ethylene glycol;