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Solid phase hydantoin synthesis: An efficient and direct conversion of Fmoc-protected dipeptides to hydantoins

✍ Scribed by Pek Y. Chong; Peter A. Petillo

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 148 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00243-9

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✦ Synopsis

An efficient and direct conversion of Fmoc-protected dipeptides to hydantoins in the solid phase is described. This methodology uses MeSiCI3 in the presence of Et3N to cleave Fmoc-protected amines directly to their isocyanates. Internal cyclization of the amide on the isocyanate follows to produce the hydantoins in high purity and with no indication of racemization.

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Solid phase urea synthesis: An efficient and direct conversion of Fmoc-protected amines to ureas

✍ Pek Y. Chong; Peter A. Petillo 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 215 KB

An efficient "one-pot" conversion of Fmoc-protected amino acids to the ureas in the solid phase is described. This methodology uses MeSiCI3 in the presence of Et3N to cleave Fmoc-protected amines directly to their isocyanates. This transformation has been demonstrated on some Fmocprotected amino aci