No.136
Guanidinylation
| A2055 | 1-Amidinopyrazole Hydrochloride (1) |
5g 25g |
1-Amidinopyrazole hydrochloride (1) reacts with primary and secondary amines to yield the corresponding guanidines.1) Moreover, the N-Boc/Ts-protected guanidine 3 can be also obtained using the corresponding N-Boc/Ts-protected derivative 2.2) It is also reported that a solid phase guanidinylation can be performed using cellulose-suported guanidine compound 4.3)
References
1) Guanidinylation of primary amines: synthesis of a 5-HT3 receptor agonist
P. L. López-Tudanca, L. Labeaga, A. Innerárity, L. Alonso-Cires, I. Tapia, R. Mosquera, A. Orjales, Bioorg. Med. Chem., 2003, 11, 2709.
2) Efficient introduction of protected guanidines in solid phase peptide synthesis
Y. Zhang, A. J. Kennan, Org. Lett., 2001, 3, 2341.
3) New cellulose-supported guanidinylating reagent
A. Porcheddu, G. Giacomelli, A. Chighine, S. Masala, Org. Lett., 2004, 6, 4925.
P. L. López-Tudanca, L. Labeaga, A. Innerárity, L. Alonso-Cires, I. Tapia, R. Mosquera, A. Orjales, Bioorg. Med. Chem., 2003, 11, 2709.
2) Efficient introduction of protected guanidines in solid phase peptide synthesis
Y. Zhang, A. J. Kennan, Org. Lett., 2001, 3, 2341.
3) New cellulose-supported guanidinylating reagent
A. Porcheddu, G. Giacomelli, A. Chighine, S. Masala, Org. Lett., 2004, 6, 4925.
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