Solid phase synthesis of hydantoins by thermal cyclization and screening of reaction conditions using APOS 1200.
A novel strategy for solid-phase synthesis of hydantoins with high optical purity is described using a thermal pH-neutral cyclization and simultaneous release from resin. Hereby even hydantoins bearing a pH-sensitive side chain (protection) are available. The reaction conditions are well screened applying the parallel organic synthesizer APOS 1200.
Karnbrock
W
W
Rapp Polymere GmbH, Tübingen, Germany.
Deeg
M
M
Gerhardt
J
J
Rapp
W
W
D000596:Amino Acids / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D008401:Gas Chromatography-Mass Spectrometry; D006827:Hydantoins / Q000138:chemical synthesis* / Q000302:isolation & purification; D006863:Hydrogen-Ion Concentration; D000432:Methanol / Q000737:chemistry; D008956:Models, Chemical; D010455:Peptides / Q000138:chemical synthesis; D013055:Spectrophotometry, Infrared; D013696:Temperature; D013997:Time Factors; D014867:Water / Q000737:chemistry
D000596:Amino Acids; D006827:Hydantoins; D010455:Peptides; D014867:Water; D000432:Methanol