Methanol → HCID 68789898, compound

Participants

Reaction Conditions

Reaction Steps

Methyl 2-((2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-hydroxytetrahydro-2H-pyran-2-yl)acetate (6) (1.4 g, 2.28 mmol) was dissolved in a solution of MeOH (6 mL) and trimethyl orthoformate (4 mL). PL-SO3H resin (Polymer Laboratories, 0.25 g, 3.75 mmol/g loading) was added and the reaction mixture was heated to 60° C. for 4.75 h. The mixture was filtered through cotton, rinsing with MeOH and CH2Cl2, then concentrated to a syrup (1.4 g, 99%). LC/MS tR=3.27 min, calcd for C38H42O8: 626.29, found 649.6 (M+Na)+.

Provenance & Evidence