Question: a) List all four protecting groups on this molecule, and what functional group they are protecting. b) When subjected to hydrogenation over Pd/C catalyst, which

NHBoc -N NH H IZ HN- Cbz IZ -Ph COMe COBn

a) List all four protecting groups on this molecule, and what functional group they are protecting. 

b) When subjected to hydrogenation over Pd/C catalyst, which two protecting groups are removed? 

c) The next step in this synthesis is an intramolecular amide bond formation between the two unprotected groups. Using this fact combined with your previous answers, explain the concept of an orthogonal protecting group strategy. 

d) The following text is from the experimental procedure for the intramolecular amide bond formation. If this reaction were to be scaled up for an industrial process, identify two different aspects of this procedure which would not be appropriate on industrial scale. 

NHBoc -N NH H IZ HN- Cbz IZ -Ph COMe COBn

Step by Step Solution

3.40 Rating (162 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer
Step: 1 Unlock

List all frerprotecting groups in this uslecule and what functional group they are protecting CH3 C... View full answer

blur-text-image
Question Has Been Solved by an Expert!

Get step-by-step solutions from verified subject matter experts

Step: 2 Unlock
Step: 3 Unlock

Students Have Also Explored These Related Chemistry Questions!