130468-02-9Relevant academic research and scientific papers
A NOVEL AND EFFICIENT ROUTE TO CHIRAL 2-SUBSTITUTED CARBOCYCLIC 5'-N-ETHYL-CARBOXAMIDO-ADENOSINE (C-NECA)
Chen, Jen,Grim, Michael,Rock, Caren,Chan, Kenneth
, p. 5543 - 5546 (1989)
A series of chiral 2-substituted-carbocyclic-NECA analogs was prepared in seven steps with an efficient resolution.The overall yield is good and can be applied to the other carbocyclic nucleosides.
A Mitsunobu reaction to functionalized cyclic and bicyclic N-arylamines
Gill, Daniel M.,Iveson, Matthew,Collins, Ian,Jones, Alan M.
, p. 238 - 242 (2017/12/26)
The scope of an unexpected Mitsunobu cyclisation to prepare N-arylated Fsp3-enriched azacycles was investigated. In the current study, we have identified whether a pKa-dependent Mitsunobu cyclodehydration or a pKa-independent Mitsunobu intramolecular reaction was in operation. A Mitsunobu reaction, creating a leaving group, followed by intramolecular nucleophilic displacement was determined to be the dominant pathway.
Synthesis of carbocyclic nucleosides from 2-azabicyclo[2.2.1]hept-5-en-3-ones: Sodium borohydride-mediated carbon-nitrogen bond cleavage of five- and six-membered lactams
Katagiri,Muto,Nomura,Higashikawa,Kaneko
, p. 1112 - 1122 (2007/10/02)
Various carbocyclic ribofuranosyl nucleosides were stereoselectively synthesized through a small number of steps from 2-azabicyclo[2.2.1]hept-5-en-3-ones by the use of sodium borohydride-mediated C-N bond cleavage as a key step. Ready availability of a no
