Synthesis and Determination of the Absolute Configuration of Pyrenophorin and Vermiculin

✍ Scribed by Prof. Dr. Dieter Seebach; Dipl.-Chem. Bernhard Seuring; Dr. Hans-Otto Kalinowski; Dipl.-Chem. Winfried Lubosch; Dipl.-Chem. Bernd Renger

• Publisher: John Wiley and Sons
• Year: 1977
• Tongue: English
• Weight: 259 KB
• Volume: 16
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.197702641

✦ Synopsis

vacuum distillation with exclusion of moisture affords 41.5 g (72 %) of ( 2), b. p. 55 "C/0.3 torr.

1 -Methyl-2-bis(trimethylsilyl)amino-2-trimethylsilylimino-3trimethylsilyl-4-tris(dimethylamino)-l,3,2,4A'-diazadiphosphetidine ( 3 ) :

Compound (2) (1.92 g, 10 mmol) is added dropwise to a stirred solution of (1 )[*I (3.66 g, 10mmol) in n-pentane (15 ml). After 3 h precipitated ( 3 ) is filtered off and briefly dried in uacuo. Yield 4.52 g (81 %) of (31, m.p. 72°C (dec.)['I.