A review of the use of aqueous hydrofluoric acid in the manufacture of betamethasone

Organic Process Research and Development

Volumn 6, Issue 6, 2002, Pages 898-900

  McGhie, Stephen ^a   Strachan, Calum ^a   Aitken, Sheila ^a  

^a GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BETAMETHASONE; GLUCOCORTICOID; HYDROFLUORIC ACID;

AQUEOUS SOLUTION; CALORIMETRY; CONFERENCE PAPER; CRYSTALLIZATION; DRUG SYNTHESIS; EXTRACTION; PH; PURIFICATION; RING OPENING; SAFETY; TEMPERATURE DEPENDENCE;

EID: 0036859897     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op025577a     Document Type: Conference Paper

References (15)

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3. Wilkes, G. eMed. J. 2001, 2, 5 (http://www.emedicine.com/emerg/topic804.htm, accessed June 2002). Bertolini, J. C. Hydrofluoric Acid: A Review of Toxicity. J. Emerg. Med. 1992, 10, 163-168.
4. Wilkes, G. eMed. J. 2001, 2, 5 (http://www.emedicine.com/emerg/ topic804.htm, accessed June 2002). Bertolini, J. C. Hydrofluoric acid: A review of toxicity. J. Emerg. Med. 1992, 10, 163-168.
5. Huisman, L. C.; Teijink, J. A W.; Overbosch, E. H.; Brom, H. L. F. Lancet 2001, 358, 1510.
6. Hydrofluoric Acid Poisoning: Recommendations on First Aid Procedures; Health and Safety Executive leaflet INDG307: HSE Books, Sudbury, UK, 1999..
7. Elks, J.; May, P. J.; Weir, N. G. U.S. Patent 3,312,590, 1967; Elks, J.; May, P. J.; Weir, N. G. U.S. Patent 3,312,591, 1967; Phillips, G. H.; English, A. F. Br. Patent 1,391,443, 1975; Herzog, H.; Oliveto, E. P. Steroids 1992, 57, 617.
8. Elks, J.; May, P. J.; Weir, N. G. U.S. Patent 3,312,590, 1967; Elks, J.; May, P. J.; Weir, N. G. U.S. Patent 3,312,591, 1967; Phillips, G. H.; English, A. F. Br. Patent 1,391,443, 1975; Herzog, H.; Oliveto, E. P. Steroids 1992, 57, 617.
9. Elks, J.; May, P. J.; Weir, N. G. U.S. Patent 3,312,590, 1967; Elks, J.; May, P. J.; Weir, N. G. U.S. Patent 3,312,591, 1967; Phillips, G. H.; English, A. F. Br. Patent 1,391,443, 1975; Herzog, H.; Oliveto, E. P. Steroids 1992, 57, 617.
10. Elks, J.; May, P. J.; Weir, N. G. U.S. Patent 3,312,590, 1967; Elks, J.; May, P. J.; Weir, N. G. U.S. Patent 3,312,591, 1967; Phillips, G. H.; English, A. F. Br. Patent 1,391,443, 1975; Herzog, H.; Oliveto, E. P. Steroids 1992, 57, 617.
11. Examples: Hirschmann, R. F.; Miller, R.; Wood, J.; Jones, R. E. J. Am. Chem. Soc. 1956, 78, 4956; Fried, J.; Sabo, E. F. J. Am. Chem. Soc. 1957, 79, 1130; Crowe, D. F.; Christie, P. H.; DeGraw, J. I.; Fujiwara, A. N.; Grange, E.; Lim, P.; Tanabe, M.; Cairns, T.; Skelly, G. Tetrahedron 1983, 39, 19, 3083-3090; see also review: Arkherem, A. A.; Reshetova, I. G.; Titov, Y. A. Russ. Chem. Rev. 1965, 34, 926.
12. Examples: Hirschmann, R. F.; Miller, R.; Wood, J.; Jones, R. E. J. Am. Chem. Soc. 1956, 78, 4956; Fried, J.; Sabo, E. F. J. Am. Chem. Soc. 1957, 79, 1130; Crowe, D. F.; Christie, P. H.; DeGraw, J. I.; Fujiwara, A. N.; Grange, E.; Lim, P.; Tanabe, M.; Cairns, T.; Skelly, G. Tetrahedron 1983, 39, 19, 3083-3090; see also review: Arkherem, A. A.; Reshetova, I. G.; Titov, Y. A. Russ. Chem. Rev. 1965, 34, 926.
13. Examples: Hirschmann, R. F.; Miller, R.; Wood, J.; Jones, R. E. J. Am. Chem. Soc. 1956, 78, 4956; Fried, J.; Sabo, E. F. J. Am. Chem. Soc. 1957, 79, 1130; Crowe, D. F.; Christie, P. H.; DeGraw, J. I.; Fujiwara, A. N.; Grange, E.; Lim, P.; Tanabe, M.; Cairns, T.; Skelly, G. Tetrahedron 1983, 39, 19, 3083-3090; see also review: Arkherem, A. A.; Reshetova, I. G.; Titov, Y. A. Russ. Chem. Rev. 1965, 34, 926.
14. Examples: Hirschmann, R. F.; Miller, R.; Wood, J.; Jones, R. E. J. Am. Chem. Soc. 1956, 78, 4956; Fried, J.; Sabo, E. F. J. Am. Chem. Soc. 1957, 79, 1130; Crowe, D. F.; Christie, P. H.; DeGraw, J. I.; Fujiwara, A. N.; Grange, E.; Lim, P.; Tanabe, M.; Cairns, T.; Skelly, G. Tetrahedron 1983, 39, 19, 3083-3090; see also review: Arkherem, A. A.; Reshetova, I. G.; Titov, Y. A. Russ. Chem. Rev. 1965, 34, 926.
15. f is calculated by the semiempirical PM3 method at optimised geometries using Quantum CAChe, V5.0; Fujitsu Ltd., Japan, 2002.