(1S,2S,4aS,8aR)-1-[(3-hydroxy-5-methylphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid

Base Information

Chemical Name:(1S,2S,4aS,8aR)-1-[(3-hydroxy-5-methylphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid
CAS No.:1619982-93-2
Molecular Formula:C₂₂H₃₂O₃
Molecular Weight:344.494
Hs Code.:

Synonyms:(1S,2S,4aS,8aR)-1-[(3-hydroxy-5-methylphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid

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Chemical Property of (1S,2S,4aS,8aR)-1-[(3-hydroxy-5-methylphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid

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Technology Process of (1S,2S,4aS,8aR)-1-[(3-hydroxy-5-methylphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid

There total 4 articles about (1S,2S,4aS,8aR)-1-[(3-hydroxy-5-methylphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid 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: 53.0%

: 1619982-92-1
(1S,2S,4aS,8aR)-1-[(3-methoxy-5-methylphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid

: 1619982-93-2
(1S,2S,4aS,8aR)-1-[(3-hydroxy-5-methylphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid

Guidance literature:: With boron tribromide; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

Reference yield:

: 1000009-69-7
(1R,2R,4aS,8aS)-1-[(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

: 1619982-93-2
(1S,2S,4aS,8aR)-1-[(3-hydroxy-5-methylphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine; thionyl chloride / dichloromethane / 1 h / -78 °C / Inert atmosphere

1.2: 48 h / 0 °C / Inert atmosphere

1.3: 5 h / 20 °C

2.1: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C / Inert atmosphere

3.1: aminosulfonic acid; sodium chlorite / tetrahydrofuran; water; dimethyl sulfoxide / 0 - 20 °C

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

With pyridine; sodium chlorite; thionyl chloride; aminosulfonic acid; boron tribromide; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;

Reference yield:

: 1619982-90-9
[(1S,2S,4aS,8aR)-1-[(3-methoxy-5-methylphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalen-2-yl]methanol

: 1619982-93-2
(1S,2S,4aS,8aR)-1-[(3-hydroxy-5-methylphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C / Inert atmosphere

2: aminosulfonic acid; sodium chlorite / tetrahydrofuran; water; dimethyl sulfoxide / 0 - 20 °C

3: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

With sodium chlorite; aminosulfonic acid; boron tribromide; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;