Technology Process of (2S)-6-Hydroxy-2-<(E)-styryl>-6H-pyran-3(2H)-one
There total 3 articles about (2S)-6-Hydroxy-2-<(E)-styryl>-6H-pyran-3(2H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(E)-1-(furan-2-yl)-3-phenylprop-2-en-1-ol;
With
titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; 4 A molecular sieve;
In
dichloromethane;
at -30 ℃;
for 0.5h;
With
tert.-butylhydroperoxide;
In
dichloromethane;
at -30 ℃;
for 24h;
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: BuLi / tetrahydrofuran / -78 °C
1.2: 97 percent / tetrahydrofuran / 0.5 h
2.1: L-(+)-diisopropyl tartrate; 4 A molecular sieves; Ti(O-iPr)4 / CH2Cl2 / 0.5 h / -30 °C
2.2: 35 percent / t-BuOOH / CH2Cl2; various solvent(s) / 24 h / -30 °C
With
titanium(IV) isopropylate; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve;
In
tetrahydrofuran; dichloromethane;
2.1: Sharpless kinetic resolution;
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 1) 1.5M BuLi / 1) THF, 2) THF, -78 deg C, 30 min
2: 19.1 percent / L-(+)-di-isopropyl tartrate, titanium tetraisopropoxide, t-butyl hydroperoxide, activated molecular sieves 3 Angstroem / CH2Cl2; various solvent(s) / 15 h / -25 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; L-(+)-diisopropyl tartrate; 3 A molecular sieve;
In
dichloromethane;
DOI:10.1039/P19900001733
