Technology Process of 1-((1R,2S,4aR,8aR)-1,2,4a,5-Tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl)-ethanol
There total 9 articles about 1-((1R,2S,4aR,8aR)-1,2,4a,5-Tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl)-ethanol 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:
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90122-78-4,122058-14-4,122058-22-4
1-((1R,2S,4aR,8aR)-1,2,4a,5-Tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl)-ethanol
- Guidance literature:
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Multi-step reaction with 4 steps
1: 1) Et2O, pentane, -20 deg C, 2 h
2: 1) MeSO2Cl, Et3N, 2) DBU / 1) CH2Cl2, 0 deg C, 2) THF, reflux
3: 1) L-Selectride, 2) Et3N / 1) THF, -78 deg C, 2) THF, HMPA
4: 1) B2H6, 2) H2O2, NaOH / 1) THF, r.t., 7 h
With
sodium hydroxide; dihydrogen peroxide; L-Selectride; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; diborane;
DOI:10.1039/c39830001516
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89295-86-3,90192-28-2,122091-43-4
(+/-)-3,4,4aβ,5,6,7,8,8a-octahydro-1β-hydroxymethyl-5α,6α,8aβ-trimethyl-5β-vinyl-2(1H)-naphthalenone
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90122-78-4,122058-14-4,122058-22-4
1-((1R,2S,4aR,8aR)-1,2,4a,5-Tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl)-ethanol
- Guidance literature:
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Multi-step reaction with 5 steps
1: Et3N / CH2Cl2 / 2 h / Ambient temperature
2: 1,8-diazabicyclo<4.4.0>undec-7-ene / tetrahydrofuran / 12 h / Heating
3: 1.) 1M lithium sec-butylborohydride / 1.) THF, -78 to 0 deg C, 1 h, 2.) HMPA, 9 h
4: 1.) 1M thexylborane, 2.) 30percent H2O2, 2M NaOH / 1.) THF, 7 h, RT, 2.) 12 h, RT
5: 1.) diborane 2.) 30percent H2O2, 2M NaOH, 3.) Li, ethylamine, t-BuOH / 1.) THF
With
sodium hydroxide; lithium tri-(sec-butyl)-borohydride; thexylborane; dihydrogen peroxide; lithium; ethylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; diborane; tert-butyl alcohol;
In
tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)90099-7
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90122-78-4,122058-14-4,122058-22-4
1-((1R,2S,4aR,8aR)-1,2,4a,5-Tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl)-ethanol
- Guidance literature:
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Multi-step reaction with 4 steps
1: 1,8-diazabicyclo<4.4.0>undec-7-ene / tetrahydrofuran / 12 h / Heating
2: 1.) 1M lithium sec-butylborohydride / 1.) THF, -78 to 0 deg C, 1 h, 2.) HMPA, 9 h
3: 1.) 1M thexylborane, 2.) 30percent H2O2, 2M NaOH / 1.) THF, 7 h, RT, 2.) 12 h, RT
4: 1.) diborane 2.) 30percent H2O2, 2M NaOH, 3.) Li, ethylamine, t-BuOH / 1.) THF
With
sodium hydroxide; lithium tri-(sec-butyl)-borohydride; thexylborane; dihydrogen peroxide; lithium; ethylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene; diborane; tert-butyl alcohol;
In
tetrahydrofuran;
DOI:10.1016/S0040-4020(01)90099-7
