Enantioselective Cleavage of meso-Nitrodiol Diacetates by an Esterase Concentrate from Fresh Pig Liver: Preparation of Useful Nitroaliphatic Building Blocks for EPC Syntheses
Diacetates of meso-2-nitro-1,3-diols, readily available from nitroalkanes and aldehydes, are saponified to crystalline monoacetates of > 97% ee by pig liver esterase (PLE). A general discussion of this type of EPC synthesis (EPC: enantiomerically pure compounds) is given, and a specific example...
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| Format: | Article |
| Language: | deu |
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Swiss Chemical Society
1986-09-01
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| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9749 |
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| _version_ | 1850283770622509056 |
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| author | Dieter Seebach Martin Eberle |
| author_facet | Dieter Seebach Martin Eberle |
| author_sort | Dieter Seebach |
| collection | DOAJ |
| description |
Diacetates of meso-2-nitro-1,3-diols, readily available from nitroalkanes and aldehydes, are saponified to crystalline monoacetates of > 97% ee by pig liver esterase (PLE). A general discussion of this type of EPC synthesis (EPC: enantiomerically pure compounds) is given, and a specific example is described in detail: a procedure for the preparation of a very inexpensive PLE concentrate and of a PLE solution from fresh liver, and a procedure for preparing 20 g amounts of enantiomerically pure (1S, 2S, 3R)-3-hydroxy-2-nitro-cyclohexyl acetate.
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| format | Article |
| id | doaj-art-c721dd7d813a443d8900de484b2baba9 |
| institution | OA Journals |
| issn | 0009-4293 2673-2424 |
| language | deu |
| publishDate | 1986-09-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj-art-c721dd7d813a443d8900de484b2baba92025-08-20T01:47:43ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241986-09-0140910.2533/chimia.1986.315Enantioselective Cleavage of meso-Nitrodiol Diacetates by an Esterase Concentrate from Fresh Pig Liver: Preparation of Useful Nitroaliphatic Building Blocks for EPC SynthesesDieter Seebach0Martin Eberle1Laboratorium für Organische Chemie Eidgenössische Technische Hochschule Zürich ETH-Zentrum, Universitätstrasse 16 CH-8092 ZürichLaboratorium für Organische Chemie Eidgenössische Technische Hochschule Zürich ETH-Zentrum, Universitätstrasse 16 CH-8092 Zürich Diacetates of meso-2-nitro-1,3-diols, readily available from nitroalkanes and aldehydes, are saponified to crystalline monoacetates of > 97% ee by pig liver esterase (PLE). A general discussion of this type of EPC synthesis (EPC: enantiomerically pure compounds) is given, and a specific example is described in detail: a procedure for the preparation of a very inexpensive PLE concentrate and of a PLE solution from fresh liver, and a procedure for preparing 20 g amounts of enantiomerically pure (1S, 2S, 3R)-3-hydroxy-2-nitro-cyclohexyl acetate. https://www.chimia.ch/chimia/article/view/9749 |
| spellingShingle | Dieter Seebach Martin Eberle Enantioselective Cleavage of meso-Nitrodiol Diacetates by an Esterase Concentrate from Fresh Pig Liver: Preparation of Useful Nitroaliphatic Building Blocks for EPC Syntheses CHIMIA |
| title | Enantioselective Cleavage of meso-Nitrodiol Diacetates by an Esterase Concentrate from Fresh Pig Liver: Preparation of Useful Nitroaliphatic Building Blocks for EPC Syntheses |
| title_full | Enantioselective Cleavage of meso-Nitrodiol Diacetates by an Esterase Concentrate from Fresh Pig Liver: Preparation of Useful Nitroaliphatic Building Blocks for EPC Syntheses |
| title_fullStr | Enantioselective Cleavage of meso-Nitrodiol Diacetates by an Esterase Concentrate from Fresh Pig Liver: Preparation of Useful Nitroaliphatic Building Blocks for EPC Syntheses |
| title_full_unstemmed | Enantioselective Cleavage of meso-Nitrodiol Diacetates by an Esterase Concentrate from Fresh Pig Liver: Preparation of Useful Nitroaliphatic Building Blocks for EPC Syntheses |
| title_short | Enantioselective Cleavage of meso-Nitrodiol Diacetates by an Esterase Concentrate from Fresh Pig Liver: Preparation of Useful Nitroaliphatic Building Blocks for EPC Syntheses |
| title_sort | enantioselective cleavage of meso nitrodiol diacetates by an esterase concentrate from fresh pig liver preparation of useful nitroaliphatic building blocks for epc syntheses |
| url | https://www.chimia.ch/chimia/article/view/9749 |
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