Technology Process of (2R,3R)-5-(benzyloxy)-2-(prop-2-enyl)pentane-1,3-diol
There total 4 articles about (2R,3R)-5-(benzyloxy)-2-(prop-2-enyl)pentane-1,3-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: MeLi / tetrahydrofuran; diethyl ether / 0.5 h / -78 - -20 °C
1.2: 93 percent / tetrahydrofuran; diethyl ether / 2 h / 20 °C
2.1: 96 percent / H2; quinoline / Lindlar catalyst / ethyl acetate
3.1: tetraisopropyl orthotitanate; (+)-diisopropyl L-tartrate; t-BuOOH / CH2Cl2 / -50 - -20 °C
3.2: 4.0 g / diethyl ether; tetrahydrofuran / 1 h / -50 °C
With
quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; methyllithium; hydrogen;
Lindlar's catalyst;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1002/hlca.200390243
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 96 percent / H2; quinoline / Lindlar catalyst / ethyl acetate
2.1: tetraisopropyl orthotitanate; (+)-diisopropyl L-tartrate; t-BuOOH / CH2Cl2 / -50 - -20 °C
2.2: 4.0 g / diethyl ether; tetrahydrofuran / 1 h / -50 °C
With
quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; hydrogen;
Lindlar's catalyst;
In
dichloromethane; ethyl acetate;
DOI:10.1002/hlca.200390243
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: NaH; Bu4NI / tetrahydrofuran / 1 h / 20 °C
1.2: 98 percent / tetrahydrofuran / 8 h / 20 °C
2.1: MeLi / tetrahydrofuran; diethyl ether / 0.5 h / -78 - -20 °C
2.2: 93 percent / tetrahydrofuran; diethyl ether / 2 h / 20 °C
3.1: 96 percent / H2; quinoline / Lindlar catalyst / ethyl acetate
4.1: tetraisopropyl orthotitanate; (+)-diisopropyl L-tartrate; t-BuOOH / CH2Cl2 / -50 - -20 °C
4.2: 4.0 g / diethyl ether; tetrahydrofuran / 1 h / -50 °C
With
quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; methyllithium; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride;
Lindlar's catalyst;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1002/hlca.200390243
