| Summary: | 碩士 === 高雄醫學院 === 藥學研究所 === 84 === The N-carbobenzoxy-L-phenylalanine (N-CBZ-L-Phe) and N-
carbobenzoxy-D-phenylalanine (N-CBZ-D-Phe) were applied to the
optical resolution of (±)-cis-2-phenylcycloheptanol. The
resolution of (+)- and (-)-diastereomeric esters was obtained
with high optical purity (>98 % e.e.) by
simplerecrystallization. The target esters were hydrolysis to
(-)-cis-2-phenyl-cycloheptanol with [α] -93.7 and (+)-cis-2-
phenylcycloheptanol with [α] +94.4. The absolute
configuration of (-)-cis-2-phenylcycloheptanol and (+)-cis-2-
phenylcycloheptanol were determined as (1R,2R) and (1S,2S),
respectively, by using the Prelog rule. Further application on
the asymmetricsynthesis of the cycloheptyl-based chiral
auxiliary will be investigated.
|
|---|
