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  (ERA 2012 Listed)    (ERA 2010 Rank C)   Check publisher's open access policy
Publication date 2006-11
Sub-type Review of research - research literature review (NOT book review
Volume number 24
Issue number 6
ISSN 0392-839X; 1973-8250
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: Review of research - research literature review (NOT book review
Collection: School of Chemistry and Molecular Biosciences
 
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Created: Sun, 03 Apr 2011, 13:12:47 EST by Dr Mariusz Skwarczynski on behalf of School of Chemistry & Molecular Biosciences