Реакция #162025

Уравнение реакции

perbenzoate

3-{4-(Cholestan-3β-yl-oxymethyl)[1,2,3]triazol-1-yl}propyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→3)-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1→3)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside

NaOMe

→

polyol

3-{4-(Cholestan-3β-yl-oxymethyl)-[1,2,3]triazol-1-yl}propyl α-D-mannopyranosyl-(1→3)-α-D-mannopyranosyl-(1→3)-α-D-mannopyranoside

Растворители

MeOH

THF

MeOH

Условия реакции

Обработка

1. 1
   workup.ADDITIONthe white suspension was neutralized by addition of AG50WX8 resin (H+ form)
2. 2
   ДругоеThe clear solution was separated from the resin by filtration
3. 3
   ПромывкаThe resin was washed with MeOH (3×2 mL)
4. 4
   ДругоеThe combined filtrate and washings were evaporated to dryness
5. 5
   Другоеdried in vacuum dessicator under P2O5 o/n

Методика

The perbenzoate 58 (70 mg, 0.0341 mmol) was dissolved in anhydrous THF (2 mL) and MeOH (2 mL). The mixture was treated with a solution of 11M NaOMe in MeOH (0.2 mL, 2.2 mmol). After stirring at r.t for 2 days, the white suspension was neutralized by addition of AG50WX8 resin (H+ form). The clear solution was separated from the resin by filtration. The resin was washed with MeOH (3×2 mL). The combined filtrate and washings were evaporated to dryness and dried in vacuum dessicator under P2O5 o/n to give the polyol 59, used directly in the next step.

Источник