((2R,4aS,5S,8aS)-hexahydro-2-(4-methoxyphenyl)-4a-methyl-4H-benzo[d][1,3]dioxin-5-yloxy)(tert-butyl)dimethylsilane

Base Information

• Chemical Name: ((2R,4aS,5S,8aS)-hexahydro-2-(4-methoxyphenyl)-4a-methyl-4H-benzo[d][1,3]dioxin-5-yloxy)(tert-butyl)dimethylsilane
• CAS No.: 824940-80-9
• Molecular Formula: C₂₂H₃₆O₄Si
• Molecular Weight: 392.611
• Mol file: 824940-80-9.mol

Synonyms:((2R,4aS,5S,8aS)-hexahydro-2-(4-methoxyphenyl)-4a-methyl-4H-benzo[d][1,3]dioxin-5-yloxy)(tert-butyl)dimethylsilane

Chemical Property of ((2R,4aS,5S,8aS)-hexahydro-2-(4-methoxyphenyl)-4a-methyl-4H-benzo[d][1,3]dioxin-5-yloxy)(tert-butyl)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2R,4aS,5S,8aS)-hexahydro-2-(4-methoxyphenyl)-4a-methyl-4H-benzo[d][1,3]dioxin-5-yloxy)(tert-butyl)dimethylsilane

There total 3 articles about ((2R,4aS,5S,8aS)-hexahydro-2-(4-methoxyphenyl)-4a-methyl-4H-benzo[d][1,3]dioxin-5-yloxy)(tert-butyl)dimethylsilane 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: 100.0%

(2R,4aR,5S,8aS)-hexahydro-2-(4-methoxyphenyl)-4a-methyl-4H-benzo[d][1,3]dioxin-5-ol (824940-65-0) + t-butyldimethylsiyl triflate (69739-34-0) → ((2R,4aS,5S,8aS)-hexahydro-2-(4-methoxyphenyl)-4a-methyl-4H-benzo[d][1,3]dioxin-5-yloxy)(tert-butyl)dimethylsilane (824940-80-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; at 20 ℃; for 1h;

DOI:10.1021/ol048010i

Reference yield:

(1S,3S)-2-benzyloxymethyl-2-methylcyclohexane-1,3-diol (619335-63-6) → ((2R,4aS,5S,8aS)-hexahydro-2-(4-methoxyphenyl)-4a-methyl-4H-benzo[d][1,3]dioxin-5-yloxy)(tert-butyl)dimethylsilane (824940-80-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / H₂ / Raney Ni / 12 h / 20 °C

2: 90 percent / CSA / CH₂Cl₂ / 2 h / 20 °C

3: 100 percent / DIPEA / 1 h / 20 °C

With camphor-10-sulfonic acid; hydrogen; N-ethyl-N,N-diisopropylamine; nickel; In dichloromethane;

DOI:10.1021/ol048010i

Reference yield:

(1S,3S)-2-hydroxymethyl-2-methylcyclohexane-1,3-diol (619335-74-9) → ((2R,4aS,5S,8aS)-hexahydro-2-(4-methoxyphenyl)-4a-methyl-4H-benzo[d][1,3]dioxin-5-yloxy)(tert-butyl)dimethylsilane (824940-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / CSA / CH₂Cl₂ / 2 h / 20 °C

2: 100 percent / DIPEA / 1 h / 20 °C

With camphor-10-sulfonic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/ol048010i

upstream raw materials:

(2R,4aR,5S,8aS)-hexahydro-2-(4-methoxyphenyl)-4a-methyl-4H-benzo[d][1,3]dioxin-5-ol

t-butyldimethylsiyl triflate

(1S,3S)-2-hydroxymethyl-2-methylcyclohexane-1,3-diol

(1S,3S)-2-benzyloxymethyl-2-methylcyclohexane-1,3-diol

Downstream raw materials:

[(1S,2S,6S)-2-(tert-butyldimethylsilanyloxy)-6-(4-methoxybenzyloxy)-1-methyl-cyclohexyl]methanol

(+)-(3aS,5aR,6S,9bR)-6-(4-methoxybenzyloxy)-3,3a,4,5,5a,6,7,8-octahydro-3a,5a-dimethyl-2H-cyclopenta[a]naphthalen-1(9bH)-one

((1S,2S,3S)-3-(4-methoxybenzyloxy)-2-(iodomethyl)-2-methylcyclohexyloxy)(tert-butyl)dimethylsilane

(+)-(3aS,5aR,6S)-6-(4-methoxybenzyloxy)-2,3,3a,4,5,5a,6,7,8,9-decahydro-3a,5a-dimethyl-cyclopenta[a]naphthalen-1-one