Technology Process of (2R,3R,5R,6E,9S,10E)-2,3-epoxy-3,5,9-trimethyl-11-phenylundeca-6,10-dien-1-ol
There total 1 articles about (2R,3R,5R,6E,9S,10E)-2,3-epoxy-3,5,9-trimethyl-11-phenylundeca-6,10-dien-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate;
4 A molecular sieve;
In
dichloromethane;
at -20 ℃;
Title compound not separated from byproducts;
DOI:10.1021/jo0522254
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: pyridine; Dess-Martin periodinane / CH2Cl2 / 2 h / 0 °C
2.1: 71 percent / tetrahydrofuran; diethyl ether / -78 - 20 °C
3.1: 97 percent / Red-Al / tetrahydrofuran; toluene / 0 °C
4.1: t-BuOK; toluenesulfonyl chloride / tetrahydrofuran / 0 - 20 °C
4.2: 14 percent / NaH / tetrahydrofuran; various solvent(s)
5.1: 88 percent / second generation Grubbs ruthenium catalyst / CH2Cl2 / 3 h / 20 °C
With
pyridine; potassium tert-butylate; Dess-Martin periodane; p-toluenesulfonyl chloride; sodium bis(2-methoxyethoxy)aluminium dihydride;
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride;
In
tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo0522254
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: pyridine; Dess-Martin periodinane / CH2Cl2 / 2 h / 0 °C
2.1: 71 percent / tetrahydrofuran; diethyl ether / -78 - 20 °C
3.1: 97 percent / Red-Al / tetrahydrofuran; toluene / 0 °C
4.1: t-BuOK; toluenesulfonyl chloride / tetrahydrofuran / 0 - 20 °C
4.2: 14 percent / NaH / tetrahydrofuran; various solvent(s)
5.1: 88 percent / second generation Grubbs ruthenium catalyst / CH2Cl2 / 3 h / 20 °C
6.1: 100 percent / hydrogen / Pd/C
With
pyridine; potassium tert-butylate; hydrogen; Dess-Martin periodane; p-toluenesulfonyl chloride; sodium bis(2-methoxyethoxy)aluminium dihydride;
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo0522254
