Technology Process of 2,2-Dimethyl-propionic acid (2R,3S,4S,5S)-6-(tert-butyl-diphenyl-silanyloxy)-2,4-dihydroxy-3,5-dimethyl-hexyl ester
There total 8 articles about 2,2-Dimethyl-propionic acid (2R,3S,4S,5S)-6-(tert-butyl-diphenyl-silanyloxy)-2,4-dihydroxy-3,5-dimethyl-hexyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 0.83 h / -78 - 20 °C
2.1: KOtBu / tetrahydrofuran / 1 h / 20 °C
2.2: 387 mg / tetrahydrofuran / 1 h / -78 °C
3.1: 95 percent / diisobutylaluminum hydride / CH2Cl2; hexane / 1.17 h / -78 °C
4.1: 91 percent / tert-butyl hydroperoxide; Ti(OiPr)4; (-)-diethyl tartrate / 4 Angstroem molecular sieves / CH2Cl2; toluene / 2 h / -23 °C
5.1: CuI / diethyl ether / 0.5 h / -23 °C
5.2: 69 percent / diethyl ether / 1.75 h / -40 - -23 °C
6.1: 95 percent / imidazole / dimethylformamide / 1 h / 0 °C
7.1: 93 percent / acetic acid / H2O / 3.7 h / 20 °C
8.1: 93 percent / pyridine / 1.7 h / 0 °C
With
pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; oxalyl dichloride; potassium tert-butylate; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; (-)-diethyl tartrate; triethylamine;
4 A molecular sieve;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
1.1: Swern oxidation;
DOI:10.1016/j.tet.2007.02.011
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: KOtBu / tetrahydrofuran / 1 h / 20 °C
1.2: 387 mg / tetrahydrofuran / 1 h / -78 °C
2.1: 95 percent / diisobutylaluminum hydride / CH2Cl2; hexane / 1.17 h / -78 °C
3.1: 91 percent / tert-butyl hydroperoxide; Ti(OiPr)4; (-)-diethyl tartrate / 4 Angstroem molecular sieves / CH2Cl2; toluene / 2 h / -23 °C
4.1: CuI / diethyl ether / 0.5 h / -23 °C
4.2: 69 percent / diethyl ether / 1.75 h / -40 - -23 °C
5.1: 95 percent / imidazole / dimethylformamide / 1 h / 0 °C
6.1: 93 percent / acetic acid / H2O / 3.7 h / 20 °C
7.1: 93 percent / pyridine / 1.7 h / 0 °C
With
pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; potassium tert-butylate; diisobutylaluminium hydride; acetic acid; (-)-diethyl tartrate;
4 A molecular sieve;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2007.02.011
