(<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-Dibenzyl-1-cyclohexyl-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-bis((<i>R</i>)-1-phenylethyl)propane-1,3-diamine
(<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-dibenzyl-1-cyclohexyl-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-bis((<i>R</i>)-1-phenylethyl)propane-1,3-diamine was prepared i...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-01-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2023/1/M1544 |
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| author | Leland Belda Ángel García-González Alejandro Manchado Carlos T. Nieto Narciso M. Garrido |
| author_facet | Leland Belda Ángel García-González Alejandro Manchado Carlos T. Nieto Narciso M. Garrido |
| author_sort | Leland Belda |
| collection | DOAJ |
| description | (<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-dibenzyl-1-cyclohexyl-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-bis((<i>R</i>)-1-phenylethyl)propane-1,3-diamine was prepared in good yield by the reduction of the corresponding amide, which was obtained by the addition of a chiral lithium amide to an α,β-unsaturated ester. The target compound was fully characterized by NMR (<sup>1</sup>H and <sup>13</sup>C), high-resolution mass spectrometry and polarimetry. |
| first_indexed | 2024-03-11T06:08:18Z |
| format | Article |
| id | doaj.art-68a9e83d7cbb45b4b345a88459d4847f |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-03-11T06:08:18Z |
| publishDate | 2023-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-68a9e83d7cbb45b4b345a88459d4847f2023-11-17T12:49:12ZengMDPI AGMolbank1422-85992023-01-0120231M154410.3390/M1544(<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-Dibenzyl-1-cyclohexyl-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-bis((<i>R</i>)-1-phenylethyl)propane-1,3-diamineLeland Belda0Ángel García-González1Alejandro Manchado2Carlos T. Nieto3Narciso M. Garrido4Department of Organic Chemistry, Faculty of Chemical Sciences, University of Salamanca, Pl. Caídos, s/n, 37008 Salamanca, SpainDepartment of Organic Chemistry, Faculty of Chemical Sciences, University of Salamanca, Pl. Caídos, s/n, 37008 Salamanca, SpainDepartment of Organic Chemistry, Faculty of Chemical Sciences, University of Salamanca, Pl. Caídos, s/n, 37008 Salamanca, SpainDepartment of Organic Chemistry, Faculty of Chemical Sciences, University of Salamanca, Pl. Caídos, s/n, 37008 Salamanca, SpainDepartment of Organic Chemistry, Faculty of Chemical Sciences, University of Salamanca, Pl. Caídos, s/n, 37008 Salamanca, Spain(<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-dibenzyl-1-cyclohexyl-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-bis((<i>R</i>)-1-phenylethyl)propane-1,3-diamine was prepared in good yield by the reduction of the corresponding amide, which was obtained by the addition of a chiral lithium amide to an α,β-unsaturated ester. The target compound was fully characterized by NMR (<sup>1</sup>H and <sup>13</sup>C), high-resolution mass spectrometry and polarimetry.https://www.mdpi.com/1422-8599/2023/1/M15441,3-diaminechiral auxiliarchiral lithium amideorganocatalysisaza-Michael addition |
| spellingShingle | Leland Belda Ángel García-González Alejandro Manchado Carlos T. Nieto Narciso M. Garrido (<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-Dibenzyl-1-cyclohexyl-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-bis((<i>R</i>)-1-phenylethyl)propane-1,3-diamine Molbank 1,3-diamine chiral auxiliar chiral lithium amide organocatalysis aza-Michael addition |
| title | (<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-Dibenzyl-1-cyclohexyl-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-bis((<i>R</i>)-1-phenylethyl)propane-1,3-diamine |
| title_full | (<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-Dibenzyl-1-cyclohexyl-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-bis((<i>R</i>)-1-phenylethyl)propane-1,3-diamine |
| title_fullStr | (<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-Dibenzyl-1-cyclohexyl-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-bis((<i>R</i>)-1-phenylethyl)propane-1,3-diamine |
| title_full_unstemmed | (<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-Dibenzyl-1-cyclohexyl-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-bis((<i>R</i>)-1-phenylethyl)propane-1,3-diamine |
| title_short | (<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-Dibenzyl-1-cyclohexyl-<i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-bis((<i>R</i>)-1-phenylethyl)propane-1,3-diamine |
| title_sort | i s i i n i sup 1 sup i n i sup 3 sup dibenzyl 1 cyclohexyl i n i sup 1 sup i n i sup 3 sup bis i r i 1 phenylethyl propane 1 3 diamine |
| topic | 1,3-diamine chiral auxiliar chiral lithium amide organocatalysis aza-Michael addition |
| url | https://www.mdpi.com/1422-8599/2023/1/M1544 |
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