Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (S)-1-(Dimethylamino)propan-2-ol, is researched, Molecular C5H13NO, CAS is 53636-17-2, about p-Hydroxymethadone: synthesis, crystal structure and CD properties.Name: (S)-1-(Dimethylamino)propan-2-ol.
Alkylation of 2-chloro-N,N-dimethylpropylamine with the Li salt derived from 2-(p-methoxyphenyl)-2-phenylacetonitrile gave a mixture of p-methoxymethadone nitrile (I) and p-methoxyisomethadone nitrile. The nitriles were separated chromatog. and the aminonitrile (I) was converted subsequently into the diastereomeric p-hydroxymethadone (II) hydrochlorides. Careful recrystallization afforded a separation of the (4RS,6RS)- and (4RS,6SR)-p-hydroxymethadone hydrochlorides. Repetition of the synthesis using (R)-2-chloro-N,N-dimethylpropylamine, derived in 3 steps from (S)-dilactide (III) yielded the (4S,6S)- and (4S,6S)-p-hydroxymethadone hydrochlorides which were also separated by fractional crystallization The absolute configuration of the products was verified by x-ray crystallog. The (4R,6S) salt exhibited a more intense Cotton effect than (S)-methadone hydrochloride while the (4S,6S) salt showed a less intense Cotton effect and less fine structure in the 260-275 nm range.
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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics