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Volumn 15, Issue 1, 2011, Pages 123-130

A scalable oxidation for the final stage of synthesis of cathepsin K inhibitor SB-462795

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL STAGES; OXIDATION REACTIONS; SAFETY CONCERNS; SECONDARY ALCOHOLS;

EID: 79251471096     PISSN: 10836160     EISSN: 1520586X     Source Type: Journal    
DOI: 10.1021/op100266s     Document Type: Article
Times cited : (9)

References (29)
  • 5
    • 33746923435 scopus 로고    scopus 로고
    • For a general review of large-scale oxidation methods, see: (a)
    • For a general review of large-scale oxidation methods, see: (a) Caron, S.; Dugger, R. W.; Ruggeri, S. G.; Ragan, J. A.; Ripin, D. H. B. Chem. Rev. 2006, 106, 2943-2989
    • (2006) Chem. Rev. , vol.106 , pp. 2943-2989
    • Caron, S.1    Dugger, R.W.2    Ruggeri, S.G.3    Ragan, J.A.4    Ripin, D.H.B.5
  • 6
    • 0003543593 scopus 로고    scopus 로고
    • For general references on alcohol oxidations, see: (b), 2nd ed.; Wiley: New York.
    • For general references on alcohol oxidations, see: (b) Larock, R. C. Comprehensive Organic Transformations, 2nd ed.; Wiley: New York, 1999.
    • (1999) Comprehensive Organic Transformations
    • Larock, R.C.1
  • 16
    • 79251504022 scopus 로고    scopus 로고
    • The best price obtained to date for TEMPO is ∼$100/kg at metric ton scale.
    • The best price obtained to date for TEMPO is ∼$100/kg at metric ton scale.
  • 17
    • 79251471522 scopus 로고    scopus 로고
    • note
    • Factor ranges were set on the basis of scoping experiments to generate sufficient variation in response while still examining a reasonable potential operating space. Information on the DoE used in this study, including details on the design, methodology, and models generated, can be found in the Supporting Information.
  • 22
    • 79251482875 scopus 로고    scopus 로고
    • note
    • To our best knowledge, Chimassorb 944 is used to coat plastic and is typically sold by the pallet. A full pallet (∼1320 lbs) is priced at $12.70/lb, which is equivalent to ∼$28/kg. The best price obtained to date for TEMPO is ∼$100/kg at metric ton scale, making the PIPO catalyst approximately 1/10th the price of TEMPO per kg of substrate.
  • 24
    • 0038063046 scopus 로고
    • Sulfoxide-Carbodiimide and Related Oxidations
    • Augustine, R. L.; Trecker, D. J., Eds.; Dekker: New York
    • Moffatt, J. G. Sulfoxide-Carbodiimide and Related Oxidations. In Oxidation; Augustine, R. L.; Trecker, D. J., Eds.; Dekker: New York, 1971; Vol 2, pp 1 - 64.
    • (1971) Oxidation , vol.2 , pp. 1-64
    • Moffatt, J.G.1
  • 29
    • 79251492775 scopus 로고    scopus 로고
    • note
    • -1 water for 1 h prior to performing the EtOAc extraction.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.