Further improvements of the dibutyl tin oxide-catalyzed regioselective diol tosylation

Tetrahedron Letters

Volumn 51, Issue 4, 2010, Pages 579-582

  Guillaume, Michel ^a   Lang, Yolande ^a  

^a JANSSEN RESEARCH AND DEVELOPMENT   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

2,2 DIBUTYL[1,3,2]DIOXASTANNOLANE; ACETAL DERIVATIVE; DIBUTYLTIN; DIBUTYLTIN OXIDE; TIN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; REACTION ANALYSIS; REACTION TIME; TOSYLATION;

EID: 72149131450     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.11.026     Document Type: Article

References (12)

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7. For sake of simplicity, we omitted the dimeric structures indicated in Martinelli's paper.
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11. The maximum allowed Sn content in the drug substance was 20 ppm. Because a recrystallization is performed in a subsequent step, >99.9% Sn is removed and after crystallization of the final compound, we only find 2 ppm of Sn, which corresponds to an overall removal yield of >99.99%. Sn content is determined with Inductively Coupled Plasma (ICP) methodology.
12. Compound 6a was an oil and we did not purify or isolate it. The yield was estimated based on the 65% yield over two steps.