Synthesis of 4-amino 3,4-dideoxy-d-arabino-heptulosonic acid 7-phosphate, the biosynthetic precursor of C7N units in ansamycin antibiotics

✍ Scribed by Andreas Kirschning; Philippe Bergon; Jeh-Jeng Wang; Steven Breazeale; Heinz G. Floss

• Publisher: Elsevier Science
• Year: 1994
• Tongue: English
• Weight: 956 KB
• Volume: 256
• Category: Article
• ISSN: 0008-6215
• DOI: 10.1016/0008-6215(94)84211-6

✦ Synopsis

The synthesis of 4-amino-3,4-dideoxy-o-arabino-heptulosonic acid 7-phosphate (15), the first committed intermediate in a new branch of the shikimate pathway of aromatic biosynthesis, is reported from 2-deoxy-D-glucose in 14 steps in lo-12% overall yield.