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ChemicalBook CAS DataBase List T EPITOPE, SERINYL
60280-57-1

T EPITOPE, SERINYL synthesis

2synthesis methods
90358-01-3 Synthesis
O-(2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSYL)TRICHLOROACETIMIDATE

90358-01-3
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Yield:-

Steps:

Multi-step reaction with 8 steps
1: 10.7 percent / diethyl ether-boron trifluoride / CH2Cl2; hexane / 6 h
2: 92 percent / tetrabutylammonium fluoride, acetic acid / tetrahydrofuran / 3 h / -5 °C
3: 95 percent / 1.) potassium carbonate, 2.) sodium hydride / CH2Cl2 / 1.) 6 h, 2.) 2 h
4: 53 percent / TMSOTf / CH2Cl2 / 2 h
5: 90 percent / trifluoroacetic acid / CH2Cl2 / 2 h / Ambient temperature
6: NiCl2*6H2O, boric acid, sodium borohydride / CH2Cl2; ethanol / Ambient temperature
7: 1.00 g / CH2Cl2 / 10 °C
8: 89 percent / hydrogen / 10percent palladium-on-carbon / acetic acid; methanol; dioxane / 16 h

References:

Kinzy, Willy;Schmidt, Richard R. [Carbohydrate Research,1987,vol. 164,p. 265 - 276]