(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

Base Information

• Chemical Name: (1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
• CAS No.: 1000009-66-4
• Molecular Formula: C₂₃H₃₆O₃
• Molecular Weight: 360.537
• Mol file: 1000009-66-4.mol

Synonyms:(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

Chemical Property of (1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

There total 1 articles about (1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol 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: 88.0%

3-bromo-5-methoxytoluene (29578-83-4) + (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 (52618-00-5) → (1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol (1000009-66-4)

Guidance literature:

3-bromo-5-methoxytoluene; With tert.-butyl lithium; In tetrahydrofuran; at -78 - 20 ℃; for 0.5h;

(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; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1002/ejoc.201200631

Reference yield: 88.0%

(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol (1000009-66-4) → (1R,2R,4aS,8aS)-1-[(3-methoxy-5-methylphenyl)carbonyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol (1619982-78-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 1.5h; Inert atmosphere;

Reference yield: 60.0%

(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol (1000009-66-4) → (1R,2R,4aS,8aS)-1-[(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol (1000009-69-7)

Guidance literature:

(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol; With sodium hydride; In tetrahydrofuran; mineral oil; at 50 ℃;

With carbon disulfide; In tetrahydrofuran; at 0 - 20 ℃; for 0.666667h; Further stages;

DOI:10.1002/ejoc.201200631

upstream raw materials:

3-bromo-5-methoxytoluene

(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

Downstream raw materials:

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

MN₁₀₀

C₂₅H₃₈O₃S₂

3-{[(4aS,8aS)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]carbonyl}-5-methylphenol