68839-08-7Relevant articles and documents
Chirality-Driven Mode of Binding of α-Aminophosphonic Acid-Based Allosteric Inhibitors of the Human Farnesyl Pyrophosphate Synthase (hFPPS)
Feng, Yuting,Park, Jaeok,Li, Shi-Guang,Boutin, Rebecca,Viereck, Peter,Schilling, Matthew A.,Berghuis, Albert M.,Tsantrizos, Youla S.
, p. 9691 - 9702 (2019/11/03)
Thienopyrimidine-based allosteric inhibitors of the human farnesyl pyrophosphate synthase (hFPPS), characterized by a chiral α-aminophosphonic acid moiety, were synthesized as enantiomerically enriched pairs, and their binding mode was investigated by X-ray crystallography. A general consensus in the binding orientation of all (R)- and (S)-enantiomers was revealed. This finding is a prerequisite for establishing a reliable structure-activity relationship (SAR) model.
Asymmetric synthesis of aziridine 2-phosphonates from enantiopure sulfinimines (N-sulfinyl imines). Synthesis of α-amino phosphonates
Davis, Franklin A.,Wu, Yongzhong,Yan, Hongxing,McCoull, William,Prasad, Kavirayani R.
, p. 2410 - 2419 (2007/10/03)
An aza-Darzens reaction, involving the addition of chloromethylphosphonate anions to enantiopure sulfinimines, has been developed for the asymmetric synthesis of aziridine 2-phosphonates. Best results involve cyclization of the syn and anti diastereomeric
Asymmetric synthesis of aziridinyl phosphonates using Darzens-type reaction of chloromethyl phosphonate to chiral sulfinimines
Kim, Dae Young,Suh, Ki Hyung,Choi, Jin Seok,Mang, Joo Yang,Chang, Sung Keun
, p. 87 - 95 (2007/10/03)
Darzens-type reaction of chloromethyl phosphonate with (S)-(+)-N- sulfinimines gave (Ss, 2S, 3R)-diethyl 3-aryl-2-N-(p- toluenesulfinyl)aziridinylphosphonate (3) in good yields.