152898-91-4Relevant articles and documents
Application of Virtual Screening to the Identification of New LpxC Inhibitor Chemotypes, Oxazolidinone and Isoxazoline
Lee, Patrick S.,Lapointe, Guillaume,Madera, Ann Marie,Simmons, Robert L.,Xu, Wenjian,Yifru, Aregahegn,Tjandra, Meiliana,Karur, Subramanian,Rico, Alice,Thompson, Katherine,Bojkovic, Jade,Xie, Lili,Uehara, Kyoko,Liu, Amy,Shu, Wei,Bellamacina, Cornelia,McKenney, David,Morris, Laura,Tonn, George R.,Osborne, Colin,Benton, Bret M.,McDowell, Laura,Fu, Jiping,Sweeney, Zachary K.
, p. 9360 - 9370 (2018)
This report summarizes the identification and synthesis of novel LpxC inhibitors aided by computational methods that leveraged numerous crystal structures. This effort led to the identification of oxazolidinone and isoxazoline inhibitors with potent in vitro activity against P. aeruginosa and other Gram-negative bacteria. Representative compound 13f demonstrated efficacy against P. aeruginosa in a mouse neutropenic thigh infection model. The antibacterial activity against K. pneumoniae could be potentiated by Gram-positive antibiotics rifampicin (RIF) and vancomycin (VAN) in both in vitro and in vivo models.
Direct ortho -Selective C-H Functionalization of Carboxybenzyl-Protected Arylalkylamines via Ir(III)-Catalyzed C-H Activation
Li, Guobao,Hu, Jundie,Zeng, Runsheng,Shi, Da-Qing,Zhao, Yingsheng
supporting information, p. 2454 - 2458 (2018/04/26)
A convenient and practical approach to synthesize ortho-alkynylated arylalkylamines through ortho-selective C-H functionalization has been developed using Cbz-amide as the directing group and Ir(III) as the catalyst. Various substrates were well tolerated, affording the corresponding products in moderate to good yields. Moreover, preliminary mechanistic study revealed the role of the amide as the coordination center to cooperate with the Ir(III) complex during C-H activation. Development of this Cbz-amide-promoted CAr-H functionalization offers a practical approach with potential applications in organic synthesis.
N-Urethane protection of amines and amino acids in an ionic liquid
Di Gioia,Gagliardi,Leggio,Leotta,Romio,Liguori
, p. 63407 - 63420 (2015/08/11)
An efficient, solvent-free protocol for the N-fluorenylmethoxycarbonylation and N-benzyloxycarbonylation of amines is described. The reaction of aliphatic and aromatic amines with FmocOSu and Cbz-Osu in [Bmim][BF4] at room temperature afforded the corresponding N-urethane derivatives in excellent yields and do not require any further purification. The method has been extended to the N-Fmoc and N-Cbz protection of amino acids. Absence of bases, very short reaction times, high yields, selectivity and ease of product separation are some advantages of this protocol.
