(4a<i>S</i>,5S,6a<i>R</i>,10a<i>R</i>,10b<i>R</i>)-5-Methoxy-9,9-dimethyl-4a,5,6a,7,10a,10b-hexahydro-12<i>H</i>-[1,3]dioxino[4′,5′:5,6]pyrano[4,3-b][1,2,3]triazolo[1,5-d][1,4]oxazine
A new tetracyclic morpholine-fused[5,1-<i>c</i>]-triazole, (4a<i>S</i>,5S,6a<i>R</i>,10a<i>R</i>,10b<i>R</i>)-5-methoxy-9,9-dimethyl-4a,5,6a,7,10a,10b-hexahydro-12<i>H</i>-[1,3]dioxino[4′,5′:5,6]pyrano[4,3-b][1,2,3]triazolo[1,5-...
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2024-10-01
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| author | Leticia Lomas Romero Guillermo E. Negron Silva Ricardo Corona-Sánchez Elsie Ramírez-Domínguez Atilano Gutiérrez-Carrillo Alma Sánchez-Eleuterio |
| author_facet | Leticia Lomas Romero Guillermo E. Negron Silva Ricardo Corona-Sánchez Elsie Ramírez-Domínguez Atilano Gutiérrez-Carrillo Alma Sánchez-Eleuterio |
| author_sort | Leticia Lomas Romero |
| collection | DOAJ |
| description | A new tetracyclic morpholine-fused[5,1-<i>c</i>]-triazole, (4a<i>S</i>,5S,6a<i>R</i>,10a<i>R</i>,10b<i>R</i>)-5-methoxy-9,9-dimethyl-4a,5,6a,7,10a,10b-hexahydro-12<i>H</i>-[1,3]dioxino[4′,5′:5,6]pyrano[4,3-b][1,2,3]triazolo[1,5-d][1,4]oxazine, was synthesized via a five-step sequence starting from methyl α-<sub>D</sub>-glucopyranoside by using, as a key step, an intramolecular copper(I) catalyzed alkyne-azide cycloaddition (CuAAC). The synthesized compound was fully characterized by <sup>1</sup>H and <sup>13</sup>C NMR, FT-IR, and HRMS. |
| format | Article |
| id | doaj-art-ad0a135bc3fc4c70a614ff2883ae1ef3 |
| institution | Kabale University |
| issn | 1422-8599 |
| language | English |
| publishDate | 2024-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj-art-ad0a135bc3fc4c70a614ff2883ae1ef32024-12-27T14:42:12ZengMDPI AGMolbank1422-85992024-10-0120244M189810.3390/M1898(4a<i>S</i>,5S,6a<i>R</i>,10a<i>R</i>,10b<i>R</i>)-5-Methoxy-9,9-dimethyl-4a,5,6a,7,10a,10b-hexahydro-12<i>H</i>-[1,3]dioxino[4′,5′:5,6]pyrano[4,3-b][1,2,3]triazolo[1,5-d][1,4]oxazineLeticia Lomas Romero0Guillermo E. Negron Silva1Ricardo Corona-Sánchez2Elsie Ramírez-Domínguez3Atilano Gutiérrez-Carrillo4Alma Sánchez-Eleuterio5Departamento de Química, Universidad Autónoma Metropolitana-Iztapalapa, Av. San Rafael, Atlixco 186, Leyes de Reforma 1ra Secc., Ciudad de México 09340, MexicoDepartamento de Ciencias Básicas, Universidad Autónoma Metropolitana, Av. San Pablo No. 180, Azcapotzalco, Ciudad de México 02200, MexicoDepartamento de Ciencias Básicas, Universidad Autónoma Metropolitana, Av. San Pablo No. 180, Azcapotzalco, Ciudad de México 02200, MexicoDepartamento de Ciencias Básicas, Universidad Autónoma Metropolitana, Av. San Pablo No. 180, Azcapotzalco, Ciudad de México 02200, MexicoDepartamento de Química, Universidad Autónoma Metropolitana-Iztapalapa, Av. San Rafael, Atlixco 186, Leyes de Reforma 1ra Secc., Ciudad de México 09340, MexicoDepartamento de Ciencias Básicas, Universidad Autónoma Metropolitana, Av. San Pablo No. 180, Azcapotzalco, Ciudad de México 02200, MexicoA new tetracyclic morpholine-fused[5,1-<i>c</i>]-triazole, (4a<i>S</i>,5S,6a<i>R</i>,10a<i>R</i>,10b<i>R</i>)-5-methoxy-9,9-dimethyl-4a,5,6a,7,10a,10b-hexahydro-12<i>H</i>-[1,3]dioxino[4′,5′:5,6]pyrano[4,3-b][1,2,3]triazolo[1,5-d][1,4]oxazine, was synthesized via a five-step sequence starting from methyl α-<sub>D</sub>-glucopyranoside by using, as a key step, an intramolecular copper(I) catalyzed alkyne-azide cycloaddition (CuAAC). The synthesized compound was fully characterized by <sup>1</sup>H and <sup>13</sup>C NMR, FT-IR, and HRMS.https://www.mdpi.com/1422-8599/2024/4/M18981,2,3-triazolesclick chemistrycarbohydratesmorpholine-fused[5,1-<i>c</i>]-triazole |
| spellingShingle | Leticia Lomas Romero Guillermo E. Negron Silva Ricardo Corona-Sánchez Elsie Ramírez-Domínguez Atilano Gutiérrez-Carrillo Alma Sánchez-Eleuterio (4a<i>S</i>,5S,6a<i>R</i>,10a<i>R</i>,10b<i>R</i>)-5-Methoxy-9,9-dimethyl-4a,5,6a,7,10a,10b-hexahydro-12<i>H</i>-[1,3]dioxino[4′,5′:5,6]pyrano[4,3-b][1,2,3]triazolo[1,5-d][1,4]oxazine Molbank 1,2,3-triazoles click chemistry carbohydrates morpholine-fused[5,1-<i>c</i>]-triazole |
| title | (4a<i>S</i>,5S,6a<i>R</i>,10a<i>R</i>,10b<i>R</i>)-5-Methoxy-9,9-dimethyl-4a,5,6a,7,10a,10b-hexahydro-12<i>H</i>-[1,3]dioxino[4′,5′:5,6]pyrano[4,3-b][1,2,3]triazolo[1,5-d][1,4]oxazine |
| title_full | (4a<i>S</i>,5S,6a<i>R</i>,10a<i>R</i>,10b<i>R</i>)-5-Methoxy-9,9-dimethyl-4a,5,6a,7,10a,10b-hexahydro-12<i>H</i>-[1,3]dioxino[4′,5′:5,6]pyrano[4,3-b][1,2,3]triazolo[1,5-d][1,4]oxazine |
| title_fullStr | (4a<i>S</i>,5S,6a<i>R</i>,10a<i>R</i>,10b<i>R</i>)-5-Methoxy-9,9-dimethyl-4a,5,6a,7,10a,10b-hexahydro-12<i>H</i>-[1,3]dioxino[4′,5′:5,6]pyrano[4,3-b][1,2,3]triazolo[1,5-d][1,4]oxazine |
| title_full_unstemmed | (4a<i>S</i>,5S,6a<i>R</i>,10a<i>R</i>,10b<i>R</i>)-5-Methoxy-9,9-dimethyl-4a,5,6a,7,10a,10b-hexahydro-12<i>H</i>-[1,3]dioxino[4′,5′:5,6]pyrano[4,3-b][1,2,3]triazolo[1,5-d][1,4]oxazine |
| title_short | (4a<i>S</i>,5S,6a<i>R</i>,10a<i>R</i>,10b<i>R</i>)-5-Methoxy-9,9-dimethyl-4a,5,6a,7,10a,10b-hexahydro-12<i>H</i>-[1,3]dioxino[4′,5′:5,6]pyrano[4,3-b][1,2,3]triazolo[1,5-d][1,4]oxazine |
| title_sort | 4a i s i 5s 6a i r i 10a i r i 10b i r i 5 methoxy 9 9 dimethyl 4a 5 6a 7 10a 10b hexahydro 12 i h i 1 3 dioxino 4 5 5 6 pyrano 4 3 b 1 2 3 triazolo 1 5 d 1 4 oxazine |
| topic | 1,2,3-triazoles click chemistry carbohydrates morpholine-fused[5,1-<i>c</i>]-triazole |
| url | https://www.mdpi.com/1422-8599/2024/4/M1898 |
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