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143527-76-8

13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Baccatin III synthesis

8synthesis methods
144787-20-2 Synthesis
ETHYL 3-AZIDO-2-HYDROXY-PROPIONATE

144787-20-2
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13-{[(3-N-Boc)-2,2-dimethyl-4S-phenyl-1,3-oxazolidin-5R-yl]formyl}-10-deacetyl-7,10-bis{[(2,2,2-trichloroethyl)oxy]carbonyl} Baccatin III

143527-76-8
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-

Yield:-

Steps:

Multi-step reaction with 5 steps
1: 86 percent / H2 / 10percent Pd/C / ethyl acetate / 760 Torr
2: 76 percent / NaHCO3 / CH2Cl2 / 20 °C
3: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C
4: 100 percent / LiOH, H2O / ethanol / 20 °C
5: 98 percent / DCC, DMAP / toluene / 2 h / 80 °C

References:

Commercon;Bezard;Bernard;Bourzat [Tetrahedron Letters,1992,vol. 33,# 36,p. 5185 - 5188]