59830-60-3Relevant articles and documents
The Chemical Development of LB71350
Lee, Kyu Woong,So, Byungran,Cho, Sung Wook,Shin, Hyunik,Hwang, Sang Yeul,Kim, Chung Ryeol,Nam, Do Hyun,Chang, Jay Hyok,Choi, Sang Chul,Choi, Bo Seung,Choi, Hyeong-Wook,Lee, Ki Kon
, p. 839 - 845 (2003)
An efficient synthesis of the HIV-1 protease inhibitor LB71350 (1) is described. High diastereoselective epoxidation of the cis-allylic carbamate fragment of (5S)-[N-(benzyloxycarbonyl)-amino]-N-[2-methyl-(1R)-[(phenyl) carbonyl]-propyl]-6-phenylhex-(Z)-e
Regioselective Fluorination of α-Hydroxy-β-aminophosphonates by Using PyFluor
Ka?mierczak, Marcin,Kubicki, Maciej,Koroniak, Henryk
, p. 3844 - 3852 (2018/07/31)
We report a simple protocol for the synthesis of α-fluoro-β-aminophosphonates by the regioselective fluorination of α-hydroxy-β-aminophosphonates under mild conditions. The fluorination reactions were mediated by the PyFluor reagent and occurred with the retention of configuration. The main products of this reaction were a series of α-fluoro-β-aminophosphonates, which can be used as precursors in the preparation of medicinally important compounds (e.g., dipeptide analogues).
Burgess Reagent Facilitated Alcohol Oxidations in DMSO
Sultane, Prakash R.,Bielawski, Christopher W.
, p. 1046 - 1052 (2018/06/18)
The Burgess reagent ([methoxycarbonylsulfamoyl]triethylammonium hydroxide) has historically found utility as a dehydrating agent. Herein we show that, in the presence of dimethyl sulfoxide, the Burgess reagent efficiently and rapidly facilitates the oxidation of a broad range of primary and secondary alcohols to their corresponding aldehydes and ketones in excellent yields and under mild conditions, and can be combined with other transformations (e.g., Wittig olefinations). A mechanism similar to those described for the Pfitzner-Moffatt and Swern oxidations is proposed.