An amide orthoesterification route to N-(1′-alkylthioglucopyranosyl) indoles

Tetrahedron Letters

Volumn 46, Issue 47, 2005, Pages 8117-8120

  Belhadj, Tahar ^a   Goekjian, Peter G ^a  

^a CPE LYON   (France)

Author keywords

Glycosylated bis(indolyl)maleimides; Hemiorthothioamide; Indole N thioamide; N Glycoside; Orthothioamide

Indexed keywords

AMIDE; BORON DERIVATIVE; BROMINE DERIVATIVE; ETHER DERIVATIVE; GLYCOSIDE; INDOLE DERIVATIVE; LACTONE DERIVATIVE; OXONIC ACID; THIOAMIDE; THIOL DERIVATIVE;

ADDITION REACTION; ARTICLE; ESTERIFICATION; REDUCTION; STEREOCHEMISTRY; SUBSTITUTION REACTION;

EID: 27144485182     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.09.135     Document Type: Article

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22. -1 (weak).
23. 3): δ 138.4 ppm (s), 138.1 (s), 137.5 (s), 135.1 (s), 131.5 (s); 129.0 (d); 128.4 (d); 128.4 (d); 128.3 (d); 128.1 (d); 128.0 (d); 127.9 (d); 127.8 (d); 127.7 (d); 127.6 (d); 127.5 (d); 127.5 (d); 125.9 (d); 125.2 (d); 121.9 (d), 119.9 (d), 118.8 (d), 115.0 (d); 110.9 (s), 103.4 (s); 83.4 (d); 83.2 (d); 77.2 (d); 75.6 (t), 75.2 (t); 74.8 (t); 73.9 (d); 73.3 (t); 68.5 (t); 9.6 (q); 9.3 (q).
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28. 3): δ 138.5 ppm (s), 138.2 (s), 137.5 (s), 135.3 (s), 131.5 (s); 128.5 (d); 128.4 (d); 128.3 (d); 128.2 (d); 128.1 (d); 128.0 (d); 128.0 (d); 127.8 (d); 127.8 (d); 127.6 (d); 127.5 (d); 126.3 (d); 121.9 (d), 119.8 (d), 118.8 (d), 115.1 (d); 110.7 (s), 104.1 (s); 83.5 (d); 83.4 (d); 77.2 (d); 75.7 (t), 75.3 (t); 74.9 (t); 74.09 (d); 73.4 (t); 68.5 (t); 21.0 (t); 13.6 (q); 9.6 (q).
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