This is a reconstruction, from memory, of the Second NMR Exam of the course: Spectroscopic
Approaches in Medicinal Chemistry (XM_0109) from the Drug Discovery Master.
All questions that were on the Exam are also found here. The wording on the exam might have been
slightly different and longer. Points are indicated where remembered.
As many spectra as possible are reconstructions with AI predicted values, the exact shifts, etc. are
not the same as on the exam! But the Spectra are sufficient to answer most questions. (5a might be
hard)
Format and Appendixes were the same as in the second mock exam. NOTE: a Table with the Typical
Amino Acid shifts was not provided!
1
, Question 1 [12point]
i)How would you best describe the below spin system: A2B2C, AA’BB’C, ABCDE? Motivate your
Answer [3points]
H1 O
H2
OH
NH2
H3 H5
H4
L-Phenylalanin
II) How would you best describe the below spin system: ABCD, AA’BB’ A2B2? Motivate your Answer
[3point]
iii)The Structure below is a ABMX Spin-system. Assign the Shown protons to each of the letters (e.g.
alpha-H = A) [6points]
2