3β,6,6-trimethyl-3α-hydroxy-2β-(2-hydroxy-4-methyl)phenyl-2α,2aβ,3,4,5,5aα,6,7,8,9,9a,10-dodecahydronaphthol<1,8a-c>furan

Base Information

Chemical Name:3β,6,6-trimethyl-3α-hydroxy-2β-(2-hydroxy-4-methyl)phenyl-2α,2aβ,3,4,5,5aα,6,7,8,9,9a,10-dodecahydronaphthol<1,8a-c>furan
CAS No.:78310-36-8
Molecular Formula:C₂₃H₃₄O₄
Molecular Weight:374.521
Hs Code.:

Synonyms:3β,6,6-trimethyl-3α-hydroxy-2β-(2-hydroxy-4-methyl)phenyl-2α,2aβ,3,4,5,5aα,6,7,8,9,9a,10-dodecahydronaphthol<1,8a-c>furan

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Chemical Property of 3β,6,6-trimethyl-3α-hydroxy-2β-(2-hydroxy-4-methyl)phenyl-2α,2aβ,3,4,5,5aα,6,7,8,9,9a,10-dodecahydronaphthol<1,8a-c>furan

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Technology Process of 3β,6,6-trimethyl-3α-hydroxy-2β-(2-hydroxy-4-methyl)phenyl-2α,2aβ,3,4,5,5aα,6,7,8,9,9a,10-dodecahydronaphthol<1,8a-c>furan

There total 18 articles about 3β,6,6-trimethyl-3α-hydroxy-2β-(2-hydroxy-4-methyl)phenyl-2α,2aβ,3,4,5,5aα,6,7,8,9,9a,10-dodecahydronaphthol<1,8a-c>furan 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: 87.0%

: 78310-35-7
3β,6,6-trimethyl-3α-hydroxy-2β-(2,6-dimethoxy-4-methyl)phenyl-2α,2aβ,3,4,5,5aα,6,7,8,9,9a,-10-dodecahydronaphtho<1,8a-c>furan

: 78310-36-8
3β,6,6-trimethyl-3α-hydroxy-2β-(2-hydroxy-4-methyl)phenyl-2α,2aβ,3,4,5,5aα,6,7,8,9,9a,10-dodecahydronaphthol<1,8a-c>furan

Guidance literature:: With sodium thioethylate; In N,N-dimethyl-formamide; at 100 ℃; for 4.5h;
DOI:10.1016/S0040-4020(01)90005-5

Reference yield:

: 78412-85-8,135163-81-4
8aα-methoxymethyl-5,5-dimethyl-4aα,5,6,7,8,8a-hexahydro-2(1H)-naphthalenone

: 78310-36-8
3β,6,6-trimethyl-3α-hydroxy-2β-(2-hydroxy-4-methyl)phenyl-2α,2aβ,3,4,5,5aα,6,7,8,9,9a,10-dodecahydronaphthol<1,8a-c>furan

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) (i-Pr)2NLi / 1.) DME, -78 deg C

2: 100 percent / H₂ / Pd-C / ethanol

3: 89 percent / pyridinium tosylate / CH₂Cl₂

4: 99 percent / diethyl ether

5: 90 percent / PPTS, aq.EtOH / 60 °C

6: 80 percent / PCC / CH₂Cl₂

7: 1.) Li / 2.) DME, -75 -> 0 deg C

8: 78 percent / pyridinium chloride / CH₂Cl₂ / 0.5 h / 25 °C

9: 87 percent / NaSEt / dimethylformamide / 100 °C

With ethanol; hydrogen; pyridine hydrochloride; pyridinium p-toluenesulfonate; lithium; pyridinium chlorochromate; lithium diisopropyl amide; sodium thioethylate; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00399a062

Reference yield:

: 78310-24-4
8a-methoxymethyl-5,5-dimethyl-1,5,6,7,8,8a-hexahydro-2(3H)-naphthalenone

: 78310-36-8
3β,6,6-trimethyl-3α-hydroxy-2β-(2-hydroxy-4-methyl)phenyl-2α,2aβ,3,4,5,5aα,6,7,8,9,9a,10-dodecahydronaphthol<1,8a-c>furan

Guidance literature:: Multi-step reaction with 10 steps

1: 59 percent / p-TsOH / methanol / 50 °C

2: 1.) (i-Pr)2NLi / 1.) DME, -78 deg C

3: 100 percent / H₂ / Pd-C / ethanol

4: 89 percent / pyridinium tosylate / CH₂Cl₂

5: 99 percent / diethyl ether

6: 90 percent / PPTS, aq.EtOH / 60 °C

7: 80 percent / PCC / CH₂Cl₂

8: 1.) Li / 2.) DME, -75 -> 0 deg C

9: 78 percent / pyridinium chloride / CH₂Cl₂ / 0.5 h / 25 °C

10: 87 percent / NaSEt / dimethylformamide / 100 °C

With ethanol; hydrogen; pyridine hydrochloride; pyridinium p-toluenesulfonate; lithium; toluene-4-sulfonic acid; pyridinium chlorochromate; lithium diisopropyl amide; sodium thioethylate; palladium on activated charcoal; In methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00399a062