(+/-)-3-[5-(Benzyloxy)-8-methoxy-1,2,3,4-tetrahydro-1,4-ethanonaphthalen-6-yl]-2-hydroxypropyl 4-methylbenzenesulfonate → (+/-)-2-Hydroxy-3-(5-hydroxy-8-methoxy-1,2,3,4-tetrahydro-1,4-ethanonaphthalen-6-yl)propyl 4-methylbenzenesulfonate

Participants

Reaction Steps

Treatment of (±)-3-[5-(benzyloxy)-8-methoxy-1,2,3,4-tetrahydro-1,4-ethanonaphthalen-6-yl]-2-hydroxypropyl 4-methylbenzenesulfonate (20.00 g, 38.3 mmol) with palladium on carbon (10 wt. %, 2.0 g) generally according to the procedure described for Intermediate 4 provided 15.18 g (92%) of (±)-2-hydroxy-3-(5-hydroxy-8-methoxy-1,2,3,4-tetrahydro-1,4-ethanonaphthalen-6-yl)propyl 4-methylbenzenesulfonate as a brown oil. Anal. calcd. for C23H28O6S: C, 63.34; H, 6.56. Found: C, 62.98; H, 6.66.

Provenance & Evidence