- A concise and efficient synthesis of substituted morpholines
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A simple and efficient method has been developed for the synthesis of substituted morpholines by a sequence of coupling, cyclization, and reduction reactions of easily available amino alcohols and α-halo acid chlorides. Various mono-, di-, and trisubstituted morpholines, spiro morpholines, and ring-fused morpholines, as well as morpholine homologues, were synthesized in good to excellent yields by a single methodology under similar reaction conditions. The method was also used in a multigram synthesis of (3S)-3-methylmorpholine.
- Dugar, Sundeep,Sharma, Amit,Kuila, Bilash,Mahajan, Dinesh,Dwivedi, Sandeep,Tripathi, Vinayak
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supporting information
(2015/02/19)
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- Chloroacetyl Group Migration in Cyclization of trans-N-Methyl-2-(chloroacetoxy)cyclohexylamine Hydrochloride
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Cyclization of trans-N-methyl-2-(chloroacetoxy)cyclohexylamine under the action of alkali is preceded by O--> N migration of the chloroacetyl group with intermediate formation of corresponding chloroacetamide.
- Katash, L. S.,Prishchepenko, V. M.,Zhavnerko, K. A.
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p. 831 - 833
(2007/10/03)
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- Preparation of diastereomerically pure immunologically active carbocyclic nor-muramyldipeptide analogues
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The preparation of diastereomerically pure immunologically active carbocyclic nor-muramyldipeptide analogues (1'R,2'R)-/(1'S,2'S)-N-[2-(2'-acetylaminocyclohexyloxy)acetyl]-L- alanyl-D-isoglutamine and (1'R,2'R)-/(1'S,2'S)-N-[2-(2'-acetylaminocyclohexyloxy)acetyl]-L- alanyl-D-glutamic acid is described. The title compounds were synthesized using two independent synthetic routes from racemic trans-2-azidocyclohexanol and (1R,2R)-/(1S,2S)-2-aminocyclohexanol, respectively.
- Kikelj,Kidric,Pristovisek,Pecar,Urleb,Krbavcic,Honig
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p. 5915 - 5932
(2007/10/02)
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