Synthesis and Bioactivity of Carbohydrate Derivatives of Indigo, Its Isomers and Heteroanalogues

✍ Scribed by Dr. Gnuni Karapetyan; Dr. Kuheli Chakrabarty; Dr. Martin Hein; Prof. Dr. Peter Langer

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 457 KB
• Volume: 6
• Category: Article
• ISSN: 1860-7179
• DOI: 10.1002/cmdc.201000374

✦ Synopsis

Scheme 2. Synthesis of indigo glycoside 7: a) KMnO 4 , AcOH, high-power stirring (12 000 rpm), 20 8C, 3-4 h; b) pyridine/toluene (1:2), 70 8C, 1 h; c) 1) 10, CH 2 Cl 2 , 2) Me 3 SiI, 20 8C, 30 min, 3) 3, 08C, 30 min, 4) nPrSH, 0!20 8C, 1 h, 5) Ac 2 O/pyridine (3:1), KHF 2 , 708C, 3 h; d) NaOtBu (15 mol %), MeOH, 20 8C, 4 h. Scheme 3. Synthesis of N-(b-l-rhamnopyranosyl)indirubin 16a(b): a) PhNH 2 , EtOH, RT, 12 h; b) Ac 2 O, pyridine, 0!4 8C, 8-12 h; c) oxalyl chloride, AlCl 3 , 55 8C, 1.5 h; d) Na 2 CO 3 , MeOH, RT, 4 h.