Technology Process of (6E,10Z)-(2R,3S)-1-Benzyloxy-10-[(dimethyl-phenyl-silanyl)-methyl]-2,13-diiodo-2,6-dimethyl-trideca-6,10-dien-3-ol
There total 5 articles about (6E,10Z)-(2R,3S)-1-Benzyloxy-10-[(dimethyl-phenyl-silanyl)-methyl]-2,13-diiodo-2,6-dimethyl-trideca-6,10-dien-3-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
magnesium iodide;
In
diethyl ether; benzene;
at 0 ℃;
DOI:10.1021/ol049311v
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: lithium diisopropylamide / tetrahydrofuran / 0.5 h / -78 °C
1.2: 52 percent / tetrahydrofuran / -78 - 20 °C
2.1: 56 percent / SeO2; tert-butyl hydroperoxide / CH2Cl2 / 0 - 20 °C
3.1: L-(+)-diethyl tartrate; Ti(OiPr)4; tert-butyl hydroperoxide / CaH2; molecular sieves / toluene; CH2Cl2 / 4 h / -40 - -20 °C
3.2: sodium hydride; tetra-n-butylammmonium iodide / tetrahydrofuran; various solvent(s) / 2 h
4.1: Mg / diethyl ether
4.2: cerium(III) chloride / tetrahydrofuran; diethyl ether / 0 °C
4.3: tetrahydrofuran; diethyl ether / 0 °C
5.1: MgI2*(OEt2)n / diethyl ether; benzene / 0 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; selenium(IV) oxide; diethyl (2R,3R)-tartrate; magnesium; magnesium iodide; lithium diisopropyl amide;
molecular sieve; calcium hydride;
In
tetrahydrofuran; diethyl ether; dichloromethane; toluene; benzene;
3.1: Sharpless epoxidation;
DOI:10.1021/ol049311v
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 56 percent / SeO2; tert-butyl hydroperoxide / CH2Cl2 / 0 - 20 °C
2.1: L-(+)-diethyl tartrate; Ti(OiPr)4; tert-butyl hydroperoxide / CaH2; molecular sieves / toluene; CH2Cl2 / 4 h / -40 - -20 °C
2.2: sodium hydride; tetra-n-butylammmonium iodide / tetrahydrofuran; various solvent(s) / 2 h
3.1: Mg / diethyl ether
3.2: cerium(III) chloride / tetrahydrofuran; diethyl ether / 0 °C
3.3: tetrahydrofuran; diethyl ether / 0 °C
4.1: MgI2*(OEt2)n / diethyl ether; benzene / 0 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; selenium(IV) oxide; diethyl (2R,3R)-tartrate; magnesium; magnesium iodide;
molecular sieve; calcium hydride;
In
diethyl ether; dichloromethane; toluene; benzene;
2.1: Sharpless epoxidation;
DOI:10.1021/ol049311v
