Technology Process of (1S,7R,8R,8aR)-8-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-7-methyl-1,2,3,5,6,7,8,8a-octahydro-naphthalene-1,7-diol
There total 14 articles about (1S,7R,8R,8aR)-8-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-7-methyl-1,2,3,5,6,7,8,8a-octahydro-naphthalene-1,7-diol 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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133709-58-7
(1R,2R,8aR)-2-hydroxy-2-methyl-1-<3-<(1,1-dimethylethyl)-diphenylsilyloxy>propyl>-8-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene
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133709-60-1
(1S,7R,8R,8aR)-8-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-7-methyl-1,2,3,5,6,7,8,8a-octahydro-naphthalene-1,7-diol
- Guidance literature:
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With
potassium tri-sec-butyl-borohydride;
In
tetrahydrofuran;
at -5 ℃;
for 2h;
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133709-60-1
(1S,7R,8R,8aR)-8-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-7-methyl-1,2,3,5,6,7,8,8a-octahydro-naphthalene-1,7-diol
- Guidance literature:
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Multi-step reaction with 14 steps
2: 26.9 percent / pyridine / Ambient temperature
3: 50percent HF / acetonitrile / Ambient temperature
4: pyridine / Ambient temperature
5: NaI / acetone / Heating
6: acetonitrile / Heating
7: t-BuOK / tetrahydrofuran
8: Br2 / CCl4
9: m-CPBA, NaOAc, NaHCO3 / CH2Cl2 / Heating
10: Zn, CH3COOH / methanol / Ambient temperature
11: LiAlH4 / tetrahydrofuran / 0.17 h / Heating
12: imidazole / dimethylformamide / 0.25 h / Ambient temperature
13: 75 percent / PCC, pyridine / CH2Cl2 / 2 h / Ambient temperature
14: 90 percent / K-selectride / tetrahydrofuran / 2 h / -5 °C
With
pyridine; 1H-imidazole; lithium aluminium tetrahydride; hydrogen fluoride; potassium tert-butylate; bromine; sodium acetate; sodium hydrogencarbonate; potassium tri-sec-butyl-borohydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; sodium iodide; zinc;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
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133709-60-1
(1S,7R,8R,8aR)-8-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-7-methyl-1,2,3,5,6,7,8,8a-octahydro-naphthalene-1,7-diol
- Guidance literature:
-
Multi-step reaction with 13 steps
1: 26.9 percent / pyridine / Ambient temperature
2: 50percent HF / acetonitrile / Ambient temperature
3: pyridine / Ambient temperature
4: NaI / acetone / Heating
5: acetonitrile / Heating
6: t-BuOK / tetrahydrofuran
7: Br2 / CCl4
8: m-CPBA, NaOAc, NaHCO3 / CH2Cl2 / Heating
9: Zn, CH3COOH / methanol / Ambient temperature
10: LiAlH4 / tetrahydrofuran / 0.17 h / Heating
11: imidazole / dimethylformamide / 0.25 h / Ambient temperature
12: 75 percent / PCC, pyridine / CH2Cl2 / 2 h / Ambient temperature
13: 90 percent / K-selectride / tetrahydrofuran / 2 h / -5 °C
With
pyridine; 1H-imidazole; lithium aluminium tetrahydride; hydrogen fluoride; potassium tert-butylate; bromine; sodium acetate; sodium hydrogencarbonate; potassium tri-sec-butyl-borohydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; sodium iodide; zinc;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;