Application of intramolecular carbonate-carbamate migration

Skwarczynski, M., Noguchi, M., Sohma, Y., Kimura, T., Hayashi, Y. and Kiso, Y. (2006) Application of intramolecular carbonate-carbamate migration. Chimica Oggi, 24 6: 30-32.

Author Skwarczynski, M.
Noguchi, M.
Sohma, Y.
Kimura, T.
Hayashi, Y.
Kiso, Y.
Title Application of intramolecular carbonate-carbamate migration
Journal name Chimica Oggi   Check publisher's open access policy
ISSN 0392-839X
1973-8250
Publication date 2006-11
Sub-type Critical review of research, literature review, critical commentary
Volume 24
Issue 6
Start page 30
End page 32
Total pages 3
Place of publication Milan, Italy
Publisher Tekno Scienze
Language eng
Abstract O-N Intramolecular alkoxycarbonyl (carbonate-carbamate) migration is atom economical reaction proceeding under very mild basic aqueous conditions. In particular, carbonate groups can migrate to produce carbamate derivatives or hydroxyamino acids with high efficiency and purity without byproduct formation. This migration has found applications in the design of "promoiety- free" water-soluble prodrugs. This would be an advantage in toxicology and general pharmacology, since the detergent for solubilization, which has some side effects, can be omitted and the potential side effects caused by reported auxiliaries can be avoided. Commonly used carbonate protective groups can also undergo this reaction to produce amino-protected carbamate derivatives of hydroxyamino acids with high efficiency and purity.
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Unknown

Document type: Journal Article
Sub-type: Critical review of research, literature review, critical commentary
Collection: School of Chemistry and Molecular Biosciences
 
Versions
Version Filter Type
Citation counts: TR Web of Science Citation Count  Cited 2 times in Thomson Reuters Web of Science Article | Citations
Scopus Citation Count Cited 2 times in Scopus Article | Citations
Google Scholar Search Google Scholar
Access Statistics: 63 Abstract Views  -  Detailed Statistics
Created: Sun, 03 Apr 2011, 13:12:47 EST by Dr Mariusz Skwarczynski on behalf of School of Chemistry & Molecular Biosciences