Simple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO)
A series of 2,2′-(dihydropyrimidine-1,3(2H,4H)-diyldimethanediyl)bis(substituted-phenols) was synthesized using a Mannich-type reaction between the macrocyclic aminal 1,3,7,9,13,15,19,21- ctaazapentacyclo[19.3.1.13,7.19,13.115,19]octacosane (OAPO) (1) and substituted phenols in basic media. These pr...
- Autores:
-
Alcázar Franco, Daniel Jesús
- Tipo de recurso:
- Article of journal
- Fecha de publicación:
- 2013
- Institución:
- Corporación Universidad de la Costa
- Repositorio:
- REDICUC - Repositorio CUC
- Idioma:
- eng
- OAI Identifier:
- oai:repositorio.cuc.edu.co:11323/1710
- Acceso en línea:
- http://hdl.handle.net/11323/1710
https://repositorio.cuc.edu.co/
- Palabra clave:
- Anomeric effect
Hexahydropyrimidine
Mannich bases
Ortho-regioselectivity
- Rights
- openAccess
- License
- http://purl.org/coar/access_right/c_abf2
Summary: | A series of 2,2′-(dihydropyrimidine-1,3(2H,4H)-diyldimethanediyl)bis(substituted-phenols) was synthesized using a Mannich-type reaction between the macrocyclic aminal 1,3,7,9,13,15,19,21- ctaazapentacyclo[19.3.1.13,7.19,13.115,19]octacosane (OAPO) (1) and substituted phenols in basic media. These previously unreported compounds were separated from the reaction mixture by column chromatography in highly pure form with 25–75% yields. The most stable conformer was predicted using AM1-type semiempirical quantum chemical calculations |
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