2-Benzyloxymethyl-5-(tributylstannyl)tetrazole. A reagent for the preparation of 5-aryl- and 5-heteroaryl-1H-tetrazoles via the Stille reaction

Tetrahedron Letters

Volumn 41, Issue 16, 2000, Pages 2805-2809

  Bookser, Brett C ^a  

^a Metabasis Therapeutics Inc   (United States)

Author keywords

Biaryls; Coupling reactions; Palladium and compounds; Tetrazoles

Indexed keywords

2 BENZYLOXYMETHYL 5 (TRIBUTYLSTANNYL)TETRAZOLE; ANGIOTENSIN 2 RECEPTOR ANTAGONIST; COPPER DERIVATIVE; IODINE DERIVATIVE; LOSARTAN; PALLADIUM; REAGENT; TETRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; DRUG SYNTHESIS; REACTION ANALYSIS; STOICHIOMETRY;

EID: 0034656285     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00268-9     Document Type: Article

References (23)

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5. ® was >US$1 billion. Private comm. from Paul Chusid, Executive Consultant, Public Affairs, Human Health, Merck & Co., Inc, One Merck Drive, PO Box 100, WS1A-10A, Whitehouse Station, NJ 08889-0100, USA.
6. A survey of the MDL Comprehensive Medicinal Chemistry database (CMC) reveals 33 FDA approved drugs incorporate the 1H-tetrazole functionality. MDL Information Systems, Inc, 14600 Catalina Street, San Leandro, CA 94577, USA. Tel: 510-352-2870.
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18. 4OSn: C, 52.63; H, 7.57; N, 11.69. Found: C, 52.74; H, 7.65; N, 11.82.
19. 2O: C, 76.16; H, 6.39; N, 11.10. Found: C, 75.93; H, 6.35; N, 11.03.
20. 2O: C, 56.83; H, 4.22; N, 37.87. Found: C, 57.04; H, 3.87; N, 37.54.
21. The coupling was poor or unsuccessful in the absence of CuI. For an initial report on the usefulness of co-catalytic CuI in the Stille reaction, see: Liebeskind, L. S.; Fengl, R. W. J. Org. Chem. 1990, 55, 5359-5364.
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