Question

5.70 Trabectedin, shown in a ball-and-stick model on the cover of this text, is an anticancer drug sold under the trade name Yondelis a. Locate the stereogenic centers in trabectedin. но. b. What is the maximum number of stereoisomers possible for trabectedin? c. Draw the enantiomer NH d. Draw a diastereomer. Но. e. If the specific rotation of trabectedin is +41.5, what is the [a) of a solution that contains 75% trabectedin and 25 % of its enantiomer? N f. What is the ee of a solution with [a)+10.5? Он trabectedin

Answer 1

Part a.

There are 5 stereogenic centers in trabectedin.

Note: A stereogenic center is a carbon that is bonded to four different groups.

Part b.

The maximum no. of stereoisomers possible for trabectedin = 2⁵ = 32

Part c.

If all the chiral carbons in the trabectedin have an opposite configuration, then that will be considered as the corresponding enantiomer.

part d.

If at least one chiral carbon (1 or 2 or 3 or 4, but not all 5) has an opposite configuration, then that will be considered as the corresponding diastereomer.