Technology Process of (-)-methyl 1-{(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl}-4-carboxylate
There total 1 articles about (-)-methyl 1-{(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl}-4-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: 86 percent / tetrahydrofuran; diethyl ether / 1.5 h / -100 °C
2.1: NaHMDS / tetrahydrofuran / 0.25 h / -78 °C
2.2: 74 percent / tetrahydrofuran / 1 h / 40 - 50 °C
3.1: DIBALH / CH2Cl2; various solvent(s) / 5 h / -20 °C
4.1: Dess-Martin periodinane / CH2Cl2; pyridine / 0.25 h / 20 °C
5.1: KHMDS; 18-crown-6 / tetrahydrofuran / 0.42 h / -78 °C
5.2: tetrahydrofuran / 0.5 h / -78 °C
6.1: 98 percent / DIBALH / tetrahydrofuran; various solvent(s) / 3 h / -20 °C
7.1: 83 percent / D-(-)-diisopropyl tartrate; titanium(1V) isopropoxide; tert-butyl hydroperoxide / 4 Angstroem molecular sieves / CH2Cl2; various solvent(s) / 72 h / -30 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; 18-crown-6 ether; sodium hexamethyldisilazane; potassium hexamethylsilazane; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; Dess-Martin periodane;
4 A molecular sieve;
In
tetrahydrofuran; pyridine; diethyl ether; dichloromethane;
2.2: Wittig olefination / 4.1: Swern oxidation / 5.2: Wadsworth-Horner-Emmons olefination / 7.1: Sharpless epoxidation;
DOI:10.1021/jo0007480
