Tuesday, November 29, 2011

Organic synthesis

Stratergies for synthesis of chiral compounds.
1. Use chiral starting material (chiral pool synthesis: amino acids, carbonhydrates, alkloids, etc)
B  + C ---> P*

pros: 100% of enatiomers was synthesized
          Economical by saving steps.
Cons: The chiral reagents may not be available
           only one enantiomers existed
2. Resolution of racemate
S ---------P*(50% of P*R and 50% of P*S)
Pros: can used available separation technique to purify such as chromatography, distillation, crystalization
Racemic mixtrues are easy to obtain, both enatiomers can be accessed
Cons: not economical if needed only one enantiomer.
3. Assymetric synthesis
a, Substrate control
- a chiral reagents are used
  S* --------(R)----> P*
Pros: Easy, economical
Cons: Hard to control reactions how much percents of Products.
- Chiral auxiliaries
S + A*-------> S-A*------(R)------->P*-A ---(-A)---> P*
Pros: flexible if both +A and -A* available
can separate diastereomers before cleaving auxiliaries
Cons: too extra steps
           Auxiliaries might be expensive
b, chiral reagents
S + R*----> P*
Pros: save steps, flexible if both +R* or -R* are available
cons: few available reagents
Mixture of enantiomers need to purify them.
c, chiral catalyst
Terms:  
Enatiomers is one of two stereoisomers that are mirror images of each other that are non-superposable (not identical), much as one's left and right hands are the same except for opposite orientation
Diastereomers (sometimes called diastereoisomers) stereoisomers that are not enantiomers.. Diastereomerism occurs when two or more stereoisomers of a compound have different configurations at one or more (but not all) of the equivalent (related) stereocenters and are not mirror images of each other.

No comments:

Post a Comment

Bạn cần thêm thông tin hay có câu hỏi vui lòng comment