Technology Process of 7α-[6-(S-benzoylthio)hexan-1-yl]estra-1,3,5(10)-triene-3,17β-diol
There total 10 articles about 7α-[6-(S-benzoylthio)hexan-1-yl]estra-1,3,5(10)-triene-3,17β-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen fluoride;
In
tetrahydrofuran; acetonitrile;
at 60 ℃;
for 0.333333h;
DOI:10.1021/jo990641g
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: t-BuOK; BEt3 / tetrahydrofuran; 1,2-dimethoxy-ethane / 1 h / 20 °C
1.2: 53 percent / t-BuOK / tetrahydrofuran; 1,2-dimethoxy-ethane / 20 °C
2.1: 76 percent / Et3SiH; BF3*Et2O / CH2Cl2 / 0 - 20 °C
3.1: 98 percent / imidazole / dimethylformamide / 0 °C
4.1: 9-BBN / tetrahydrofuran
4.2: 81 percent / KOH; H2O2 / tetrahydrofuran; H2O / 3 h
5.1: 100 percent / DIAD; PPh3 / tetrahydrofuran / 0 - 20 °C
6.1: 99 percent / aq. HF / acetonitrile; tetrahydrofuran / 0.33 h / 60 °C
With
1H-imidazole; triethylsilane; 9-borabicyclo[3.3.1]nonane dimer; triethyl borane; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; hydrogen fluoride; potassium tert-butylate; triphenylphosphine;
In
tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
1.1: Metallation / 1.2: Alkylation / 2.1: Reduction / 3.1: silylation / 4.1: hydroboration / 4.2: Oxidation / 5.1: Esterification / 6.1: desilylation;
DOI:10.1021/jo990641g
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: n-BuLi; diisopropylamine; t-BuOK / hexane; tetrahydrofuran / 3 h / -78 °C
1.2: trimethyl borate / tetrahydrofuran; hexane / 2 h / 0 °C
1.3: 93 percent / H2O2 / tetrahydrofuran; hexane; H2O / 1 h / 20 °C
2.1: 83 percent / PCC / CH2Cl2 / 1.5 h / 20 °C
3.1: t-BuOK; BEt3 / tetrahydrofuran; 1,2-dimethoxy-ethane / 1 h / 20 °C
3.2: 53 percent / t-BuOK / tetrahydrofuran; 1,2-dimethoxy-ethane / 20 °C
4.1: 76 percent / Et3SiH; BF3*Et2O / CH2Cl2 / 0 - 20 °C
5.1: 98 percent / imidazole / dimethylformamide / 0 °C
6.1: 9-BBN / tetrahydrofuran
6.2: 81 percent / KOH; H2O2 / tetrahydrofuran; H2O / 3 h
7.1: 100 percent / DIAD; PPh3 / tetrahydrofuran / 0 - 20 °C
8.1: 99 percent / aq. HF / acetonitrile; tetrahydrofuran / 0.33 h / 60 °C
With
1H-imidazole; triethylsilane; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; triethyl borane; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; hydrogen fluoride; potassium tert-butylate; diisopropylamine; triphenylphosphine; pyridinium chlorochromate;
In
tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
1.1: Metallation / 1.2: boronation / 1.3: Oxidation / 2.1: Oxidation / 3.1: Metallation / 3.2: Alkylation / 4.1: Reduction / 5.1: silylation / 6.1: hydroboration / 6.2: Oxidation / 7.1: Esterification / 8.1: desilylation;
DOI:10.1021/jo990641g
![7α-[6-(S-benzoylthio)hexan-1-yl]-3,17β-bis(t-butyldimethylsilanyloxy)estra-1,3,5(10)-triene](/Databaselist/images/loading.webp)
