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November 21 st 2006

An Overview of Process Chemistry or “Honey, I blew up the baby!”. Literature Meeting. Charette’s Laboratories. by Isabelle Bonnaventure. November 21 st 2006. Special Issue : Chem. Rev. 2006 , vol. 7. Process Chemistry: Contents. Process Chemistry: General Considerations.

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November 21 st 2006

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  1. An Overview of Process Chemistry or “Honey, I blew up the baby!” Literature Meeting Charette’s Laboratories by Isabelle Bonnaventure November 21st 2006 Special Issue: Chem. Rev.2006, vol. 7

  2. Process Chemistry: Contents

  3. Process Chemistry: General Considerations

  4. Process Chemistry: General Considerations

  5. Process Chemistry: Safety Issues

  6. Process Chemistry: Safety Issues First Route: Second Route:

  7. Process Chemistry: Safety Issues Pfizer, Groton - 1994: explosion of a 70 gallon drum of H2O2 - 2002: explosion of BH3·THF

  8. Process Chemistry: General Considerations

  9. Process Chemistry: General Considerations

  10. Process Chemistry: Different Phases

  11. Process Chemistry: Different Phases

  12. Process Chemistry: High Throughput Equipment DSM: phosphoramidite ligands libraries Premex multireactor BASF: hydroformylation of olefin

  13. Process Chemistry: High Throughput Equipment Dow: asymmetric hydroformylation DSM: phosphoramidite screening in hydrogenation

  14. Process Chemistry: High Throughput Equipment Helgroup: HP auto-MATE

  15. Process Chemistry: High Throughput Equipment BASF: Premex miniautoclave Simple laboratory plant for continuous processing

  16. Process Chemistry: High Throughput Analysis

  17. Process Chemistry: High Throughput Analysis

  18. Process Chemistry: Ligand Synthesis

  19. Process Chemistry: Ligand Synthesis

  20. Process Chemistry: Ligand Synthesis 250 L vessel for pilot-scale production of ligand 1 and 2 150 L vessel for pilot-scale production of ligand 3

  21. Process Chemistry: Ligand Library

  22. Process Chemistry: Ligand Library

  23. Process Chemistry: Ligand Library

  24. Process Chemistry: Ligand Library

  25. Process Chemistry: Legendary Example

  26. Process Chemistry: Legendary Example

  27. Process Chemistry: Legendary Example

  28. Process Chemistry: Legendary Example

  29. Process Chemistry: Legendary Example

  30. Process Chemistry: Legendary Example

  31. Process Chemistry: Legendary Example

  32. Process Chemistry: Metal Removal

  33. Process Chemistry: Metal Removal MS

  34. Process Chemistry: Metal Removal

  35. Process Chemistry: Survey General data: Carey, J. S.; Laffan, D.; Thomson, C.; Williams, M. T. Org. Biomol. Chem.2004, 4, 2337-47.

  36. Process Chemistry: Survey Summary of reaction categories: C-C bond forming reactions: Carey, J. S.; Laffan, D.; Thomson, C.; Williams, M. T. Org. Biomol. Chem.2004, 4, 2337-47.

  37. Process Chemistry: Survey Carey, J. S.; Laffan, D.; Thomson, C.; Williams, M. T. Org. Biomol. Chem.2004, 4, 2337-47.

  38. Process Chemistry: Survey Where does chirality come from? Carey, J. S.; Laffan, D.; Thomson, C.; Williams, M. T. Org. Biomol. Chem.2004, 4, 2337-47.

  39. Process Chemistry: Synthesis of CGS 19755

  40. Process Chemistry: Synthesis of CGS 19755

  41. Process Chemistry: Synthesis of CGS 19755

  42. Process Chemistry: Synthesis of CGS 19755

  43. Process Chemistry: Synthesis of CGS 19755

  44. Process Chemistry: Synthesis of SB-214857-A

  45. Process Chemistry: Synthesis of SB-214857-A

  46. Process Chemistry: Synthesis of SB-214857-A

  47. Process Chemistry: Synthesis of SB-214857-A First scale-up route:

  48. Process Chemistry: Synthesis of SB-214857-A Scale-up route:

  49. Process Chemistry: Synthesis of SB-214857-A Alternative scale-up route: Never subjected to scale-up (clinical programme was halted at phase III)

  50. Process Chemistry: Synthesis of SB-214857-A End of the synthesis:

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