a) Fill in the table below (show calculations and workings)
b) Write the reaction formula for this experiment
c) Give a full detailed mechanism (including curly arrows, by products, etc) for this experiment
A Fill In The Table Below Show Calculations And Workings B Write The Reaction Formula For This Experiment C Give A 1 (111.37 KiB) Viewed 14 times
4. Glycosylation with chloroethanol acceptor 2-Chloroethyl 2,2,3,3'4',6,6'-Hepta-O-acetyl-6-D-lactopyranoside (4) Aco НО. CI BF, Etzo Aco OAC ОАс Aco میکایا CCI3 AcO- OACACO DCM OACACO OAC NH C28H36C13NO 18 780.9403 Cz8H39CIO 18 699.0515 Compound MW (g/mol) eq n (mmol) m (g) V (ml) d (g/ml) 1 4.71 4.7 1.20 Sugar 2-chloroethanol BF3 Et o DCM 780.94 80.51 141.93 84.93 1 1.15 1.33 Apparatus: 50 ml round bottom flask, N, atmosphere Reaction temperature: RT Reaction time: TLC: EtoAc/Tol 2:1 Reaction molarity: 0.2 M Sugar and 2-chloroethanol are dissolved in dry DCM and put on ice. BF, Et,O is added dropwise to the reaction mixture, then allow flask to attain RT. When TLC shows complete conversion of the starting material, the solution is diluted with DCM (25 ml) and poured onto ice water (50 ml). The org. layer is separated (lower fraction!) and washed with water, sat. aq. NaHCO, and sat, aq. NaCl. The org, layer is dried over MgSO4, filtered and concentrated in vacuo. Purification via chromatography using EtoAc/Tol 2:1.
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