Abstract
This report describes an efficient method of synthesizing [guanido- 13C]-γ-hydroxyarginine HCl salt. Iodolactonization of N-Boc-protected allylglycine mainly provided the cis iodo compound 2. This was converted to an amine through azide 4. The amine 5 was reacted with N-Boc-protected [13C]thiourea to afford N-Boc-protected [ 13C]guanidine 6, which underwent base catalyzed ring opening. Removal of the N-Boc group afforded [guanido-13C]-γ-hydroxyarginine HCl salt 7 giving a 30% overall yield of the final product from N-Boc protected allylglycine 1 in five steps.
Original language | English (US) |
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Pages (from-to) | 53-55 |
Number of pages | 3 |
Journal | Journal of Labelled Compounds and Radiopharmaceuticals |
Volume | 52 |
Issue number | 2 |
DOIs | |
State | Published - Feb 2009 |
Externally published | Yes |
Keywords
- Carbon-13 synthesis
- Iodolactonization
- [Guanido-C]-γ-hydroxyarginine
ASJC Scopus subject areas
- Analytical Chemistry
- Biochemistry
- Radiology Nuclear Medicine and imaging
- Drug Discovery
- Spectroscopy
- Organic Chemistry