2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-ol

Base Information

• Chemical Name: 2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-ol
• CAS No.: 31207-73-5
• Molecular Formula: C₁₆H₂₈O
• Molecular Weight: 236.398
• Mol file: 31207-73-5.mol

Synonyms:2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-ol

Chemical Property of 2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-ol

There total 3 articles about 2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-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:

(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol (38419-75-9) → 2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-ol (31207-73-5) + 2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]ethanol (31222-15-8) + (-)-ambroxide (6790-58-5)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 0.5h; Title compound not separated from byproducts; Heating;

DOI:10.1016/S0040-4020(02)00571-9

Reference yield:

(R)-phenyl-[(4aS,8aS)-2-(2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-acetoxy]-acetic acid methyl ester + (R)-phenyl-[(4aS,8aS)-2-(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-acetoxy]-acetic acid methyl ester (874807-42-8) → phenylethane 1,2-diol (93-56-1) + (1R,4aS,8aS)-2-(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-ethanol + 2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-ol (31207-73-5) + 2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]ethanol (31222-15-8)

Guidance literature:

(R)-phenyl-[(4aS,8aS)-2-(2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-acetoxy]-acetic acid methyl ester; (R)-phenyl-[(4aS,8aS)-2-(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-acetoxy]-acetic acid methyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 0.5h; Heating / reflux;

With water; In tetrahydrofuran; at 40 ℃; Product distribution / selectivity;

Reference yield:

(S)-phenyl-[(4aS,8aS)-2-(2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-acetoxy]-acetic acid methyl ester + (S)-phenyl-[(4aS,8aS)-2-(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-acetoxy]-acetic acid methyl ester (874807-45-1) → phenylethane 1,2-diol (93-56-1) + (1R,4aS,8aS)-2-(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-ethanol + 2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-ol (31207-73-5) + 2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]ethanol (31222-15-8)

Guidance literature:

(S)-phenyl-[(4aS,8aS)-2-(2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-acetoxy]-acetic acid methyl ester; (S)-phenyl-[(4aS,8aS)-2-(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-acetoxy]-acetic acid methyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 1h; Heating / reflux;

With water; In tetrahydrofuran; at 40 ℃; Product distribution / selectivity;

upstream raw materials:

(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

(R)-phenyl-[(4aS,8aS)-2-(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-acetoxy]-acetic acid methyl ester

(S)-phenyl-[(4aS,8aS)-2-(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-acetoxy]-acetic acid methyl ester

Downstream raw materials:

(4aR,9aS,9bR)-4a,6,6,9a-tetramethyl-trans-perhydroindano<2,1-c>pyran

2-[3-Oxo-3-phenyl-1-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethyl)-propyl]-malonic acid di-tert-butyl ester

1-Phenyl-3-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-propan-2-ol

[(E)-(1R,2R)-4-Benzenesulfonyl-8-(2,5-bis-benzyloxy-phenyl)-2,6-dimethyl-1-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethyl)-oct-6-enyloxy]-tert-butyl-dimethyl-silane