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Simple and rapid synthesis of <i>N<sup>α</sup></i><sup>-</sup>urethane protected <i>β</i>-amino alcohols and peptide alcohols employing HATU
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View Archive Info| Field | Value | |
| Title |
Simple and rapid synthesis of Nα-urethane protected β-amino alcohols and peptide alcohols employing HATU
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| Creator |
Sureshbabu, Vommina V
Sudarshan, N S Chennakrishnareddy, G |
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| Subject |
N-Fmoc-β-amino alcohols
Bsmoc-β-amino alcohols HATU |
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| Description |
574-579
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. |
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| Date |
2009-04-17T04:20:08Z
2009-04-17T04:20:08Z 2009-04 |
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| Type |
Article
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| Identifier |
0376-4699
http://hdl.handle.net/123456789/3870 |
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| Language |
en_US
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| Publisher |
CSIR
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| Source |
IJC-B Vol.48B(04) [April 2009]
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