Technology Process of (3R,E)-7-benzyloxy-3-hydroxyhept-4-enyl pivalate
There total 4 articles about (3R,E)-7-benzyloxy-3-hydroxyhept-4-enyl pivalate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(E)-7-benzyloxy-3-hydroxyhept-4-enyl pivalate;
With
titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; 3 A molecular sieve;
In
dichloromethane;
at -20 ℃;
for 0.5h;
With
tert.-butylhydroperoxide;
In
dichloromethane;
at -20 ℃;
With
iron(II) sulfate; citric acid;
In
dichloromethane; water;
at 20 ℃;
for 1h;
Title compound not separated from byproducts;
DOI:10.1021/ja063411+
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 98 percent / triethylamine / CH2Cl2
2.1: ozone / CH2Cl2 / 2 h / -78 °C
2.2: 97 percent / dimethyl sulfide / CH2Cl2 / 16 h / 20 °C
3.1: bis(cyclopentadienyl)zirconium chloride hydride / CH2Cl2 / 0 - 20 °C
3.2: diethylzinc / petroleum ether; CH2Cl2 / 0.92 h / -60 °C
3.3: 63 percent / petroleum ether; CH2Cl2 / 6 h / 0 °C
4.1: (i-PrO)4Ti; 3 Angstroem molecular sieves; (+)-diisopropyl tartrate / CH2Cl2 / 0.5 h / -20 °C
4.2: tert-butyl hydroperoxide / CH2Cl2 / -20 °C
4.3: FeSO4; citric acid / CH2Cl2; H2O / 1 h / 20 °C
With
titanium(IV) isopropylate; Schwartz's reagent; L-(+)-diisopropyl tartrate; 3 A molecular sieve; ozone; triethylamine;
In
dichloromethane;
4.1: Sharpless epoxidation;
DOI:10.1021/ja063411+
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: ozone / CH2Cl2 / 2 h / -78 °C
1.2: 97 percent / dimethyl sulfide / CH2Cl2 / 16 h / 20 °C
2.1: bis(cyclopentadienyl)zirconium chloride hydride / CH2Cl2 / 0 - 20 °C
2.2: diethylzinc / petroleum ether; CH2Cl2 / 0.92 h / -60 °C
2.3: 63 percent / petroleum ether; CH2Cl2 / 6 h / 0 °C
3.1: (i-PrO)4Ti; 3 Angstroem molecular sieves; (+)-diisopropyl tartrate / CH2Cl2 / 0.5 h / -20 °C
3.2: tert-butyl hydroperoxide / CH2Cl2 / -20 °C
3.3: FeSO4; citric acid / CH2Cl2; H2O / 1 h / 20 °C
With
titanium(IV) isopropylate; Schwartz's reagent; L-(+)-diisopropyl tartrate; 3 A molecular sieve; ozone;
In
dichloromethane;
3.1: Sharpless epoxidation;
DOI:10.1021/ja063411+