174-78-7Relevant articles and documents
Synthesis and Properties of 2-Oxa-6-azaspiro[3.3]heptane Sulfonate Salts
Van Der Haas, Richard N. S.,Dekker, Jeroen A.,Hassfeld, Jorma,Hager, Anastasia,Fey, Peter,Rubenbauer, Philipp,Damen, Eric
, p. 2394 - 2401 (2017/05/22)
An improved synthesis of the bicyclic spiro compound 2-oxa-6-azaspiro[3.3]heptane is presented. While this compound is often isolated as an oxalate salt, its isolation as a sulfonic acid salt yields a more stable and more soluble product. With these improved properties access to a wider range of reaction conditions with the spirobicyclic 2-oxa-6-azaspiro[3.3]heptane has been enabled.
The Development of a Manufacturing Route to an MCHr1 Antagonist
Golden, Michael,Legg, Danny,Milne, David,Arun Bharadwaj,Deepthi,Gopal, Madan,Dokka, Nagaraju,Nambiar, Sudhir,Ramachandra, Puranik,Santhosh,Sharma, Parhalad,Sridharan,Sulur, Manjunatha,Linderberg, Mats,Nilsson, Anders,Sohlberg, Roger,Kremers, John,Oliver, Samuel,Patra, Debasis
, p. 675 - 682 (2016/04/01)
Process development work to provide an efficient manufacturing route to a MCHr1 antagonist is presented herewith. Features of this development work include a scalable manufacturing route to the useful 6-oxa-2-azaspiro[3.3]heptane building block and the use of a (soluble) alternative to sodium triacetoxyborohydride.
Design, synthesis and biological evaluation of paclitaxel-mimics possessing only the oxetane D-ring and side chain structures
Chen, Xing-Xiu,Gao, Feng,Wang, Qi,Huang, Xing,Wang, Dan
, p. 111 - 115 (2014/01/06)
Two spiro paclitaxel-mimics consisting only of an oxetane D-ring and a C-13 side chain were designed and synthesized on the basis of analysis of structure-activity relationships (SAR) of paclitaxel. In vitro microtubule-stabilizing and antiproliferative assays indicated a moderate weaker activity of the mimics than paclitaxel, but which still represented the first example of simplified paclitaxel analogues with significant anti-tumor biological activity.