|
NISCAIR ONLINE PERIODICALS REPOSITORY (NOPR) >
NISCAIR PUBLICATIONS >
Research Journals >
Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.48B [2009] >
IJC-B Vol.48B(04) [April 2009] >
| Title: | Simple and rapid synthesis of Nα-urethane protected β-amino alcohols and peptide alcohols employing HATU |
| Authors: | Sureshbabu, Vommina V
Sudarshan, N S
Chennakrishnareddy, G |
| Keywords: | N-Fmoc-β-amino alcohols
Bsmoc-β-amino alcohols
HATU |
| Issue Date: | Apr-2009 |
| Publisher: | CSIR |
| Abstract: | The activation of the Nα-urethane protected (Fmoc-/Boc-/Z-/Bsmoc) α-amino acids employing 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo-[4,5-b]pyridinium.0hexa-flurophosphate-3-oxide (HATU) followed by reduction of the in situ generated –OAt ester with NaBH4 results in the corresponding β-amino alcohols in good yields. This synthesis is the first demonstration of the application of the efficient coupling agent HATU for practical synthesis of β-amino alcohols. The protocol is general for all common N-protecting groups including the highly base sensitive Bsmoc group. The protocol has also been successfully extended for the synthesis of peptide alcohols. |
| Page(s): | 574-579 |
| ISSN: | 0376-4699 |
| Source: | IJC-B Vol.48B(04) [April 2009]
|
|
