A pharmaceutical Chemist shares a view of organic chemistry and his role preparing enantiomeric drugs for clinical trials. Dr. Welch is also on the Titan Explorer team looking for signs of life on other planets

1. Atoms, Molecules and Chemistry
Dr. Chris Welch, Ph.D.
Process Research
Analysis & Preparative Separations
Cranbury Elementary
Cranbury, NJ
April 2005

2. Atoms
Democritus
(c. 460–c. 370 B.C.)
matter is made of discrete
indivisible particles, or atoms

3. Dimitri Mendeleev (1834-1907)

4. Molecules
Jacobus Henricus van't Hoff
1852 -1911
Friedrich August Kekulé
1829- 1896

5. Molecules
COOH
O CH3
O
aspirin

6. O H
COOH
C
O CH3
O
OCH3
aspirin
vanillin
OH

7. O
O CH3
CH3
H3C N N
N HN
N
N O N
O N
CH3 CH3
caffeine
theobromine

8. H3C CH3
CH3 H
CH3
CH3 H
H H
cholesterol
HO

9. H3C
CH3 CH3 CH3
H3C
CH3
CH3 CH3 CH3
beta carotene
CH3
CH3 CH3
H3C CH3
H
C
O
all-trans Retinal
CH3
(vitamin A)

25. bd pq
analyte
enantiomers k’1 = t1 - to
to
Less stable
More stable
adsorbate
adsorbate k’2 = t2 - to
to
α= k’2
k’1
CSP

26. N Ph
O
HO H OH
N
N N
N
MeO
O
H O
O N
CF3
1
5.6 kg of 2 obtained from 19 runs
1
290 g/injection
0.9
0.8
< 5 hours
0.7
1.9 kkd
‘dimer’
0.6
UV @ 320 nm
400L/kg
0.5
0.4
0.3
0.2
0.1 F F F
F1 2 3 4
A B
0
0 2 4 6 8 10 12 14 16
T im e (m in )

27. O
S
H NH
O
O O
O
methine hydrogen
methine hydrogen
amide hydrogen
hydrogen bond
carbonyl oxygen
(S) L-828,198
(S) - 1 π- π interaction
(S,S) Whelk-O CSP
(3R, 4S) - 2 1:1 complex
1:1 complex

29. ChiMERA Project (Chiral Measurements for
Extraterrestrial Robotic Analyses)
A U of Arizona-Caltech-JPL-MRL Partnership
Team Lead: Pat Beauchamp, Jet Propulsion Laboratory
University Lead: Jonathan I. Lunine, Lunar and Planetary Laboratory,
The University of Arizona
Team
Jack Beauchamp, Beckman Institute and Dept. of Chemistry, Caltech
Dennis Dougherty, Dept. of Chemistry, Caltech
Gene MacDonald, Jet Propulsion Laboratory
Mark Smith, Department of Chemistry, U of A
Chris Welch, Merck and Co.

30. Cassini Orbiter releasing Huygens probe

31. Huygens Probe

32. Huygens GC/MS
17 kg

33. Titan Organics Explorer
follow-up to Cassini-Huygens?
Aerover approach
Aerobot approach

34. Conclusion
Atoms are cool.
Molecules are fun.
There are many new things waiting to be
discovered in….
CHEMISTRY, the central science.