Technology Process of 2-benzyloxy-6-methyl-3-phenylsulfanylethynyldodecahydro-4,8,12-trioxadibenzo[a,d]cyclooctene
There total 14 articles about 2-benzyloxy-6-methyl-3-phenylsulfanylethynyldodecahydro-4,8,12-trioxadibenzo[a,d]cyclooctene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triethylsilane; boron trifluoride diethyl etherate;
In
acetonitrile;
at -15 ℃;
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 84 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C
2: 100 percent / Et3SiH; BF3*OEt2 / acetonitrile / 0.08 h / -78 °C
With
triethylsilane; n-butyllithium; boron trifluoride diethyl etherate;
In
tetrahydrofuran; hexane; acetonitrile;
1: Addition / 2: Reduction;
DOI:10.1016/S0040-4020(00)00467-1
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 82 percent / NaH / dimethylformamide / -40 - 20 °C
2: 80 percent / NMO; OsO4 / acetone; H2O / 20 °C
3: 93 percent / TsOH*H2O / 0.33 h / 20 °C
4: 96 percent / TBAF / tetrahydrofuran / 2 h / 20 °C
5: 100 percent / Et3N; SO3*Py / dimethylsulfoxide / 0.17 h / 20 °C
6: 98 percent / 80 percent aq. AcOH / 20 °C
7: 77 percent / Br2; NaOAc / dimethylformamide / 0.5 h / 0 - 20 °C
8: 67 percent / CH2Cl2 / Heating
9: 88 percent / n-Bu3SnH / toluene / 0.17 h / Heating
10: 84 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C
11: 100 percent / Et3SiH; BF3*OEt2 / acetonitrile / 0.08 h / -78 °C
With
triethylsilane; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; pyridine-SO3 complex; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; bromine; tri-n-butyl-tin hydride; sodium acetate; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
1: Alkylation / 2: Oxidation / 3: Cyclization / 4: desilylation / 5: Oxidation / 6: Hydrolysis / 7: Oxidation / 8: Esterification / 9: Elimination / 10: Addition / 11: Reduction;
DOI:10.1016/S0040-4020(00)00467-1
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