All chemicals were obtained from commercial sources and used without further
purification unless otherwise noted.
Anhydrous DMF, CH
3OH,
DMSO and EtOH
were purchased from Fisher Scientific. Anhydrous THF, acetone,
CH2Cl2, CH3CN, and
ether were obtained using a solvent purification system (mBraun Labmaster 130). NMR
solvents were purchased from Cambridge Isotope Laboratories (Andover, MA). All 1H,
13C, 19F and 31P NMR spectra were obtained either on a JEOL ECX 400 MHz NMR,
operated at 400 and 100 MHz, respectively, or a Bruker
AVANCE III HD 500 MHz NMR,
operated at 500 and 125 MHz, respectively, and referenced to internal
tetramethylsilane (TMS) at 0.0 ppm. The spin multiplicities are indicated by the
symbols s (singlet), d (doublet), dd (doublet of doublets), t (triplet), q
(quartet), m (multiplet), and br (broad). Reactions were monitored by thin-layer
chromatography (TLC) using 0.25 mm Whatman Diamond silica gel 60-F254 pre-coated
plates. Purification was performed on a Teledyne Isco
CombiFlash Rf 200,and eluted
with the indicated solvent system. Yields refer to chromatographically and
spectroscopically (
1H and
13C NMR) homogeneous materials. Mass
Spectra were recorded at the UMBC MCAC for nominal using Bruker APOLLO™ II
ESI/APCI - MALDI Dual Source for apex(R)-Qe FTMS or Johns Hopkins Mass Spectrometry
Facility for high resolution using VG Analytical VG-70SE Magnetic Sector Mass
Spectrometer.
Ku T., Lopresti N., Shirley M., Mori M., Marchant J., Heng X., Botta M., Summers M.F, & Seley-Radtke K.L. (2019). Synthesis of distal and proximal fleximer base analogues and evaluation in the nucleocapsid protein of HIV-1. Bioorganic & Medicinal Chemistry, 27(13), 2883-2892.