Chemoselective synthesis of polyfunctional aminophenyl 2-oxobut-3-enyl - and quinoline-methyl-C-glycopyranosides from nitrophenyl 2-oxobut-3-enyl C-glycopyranosides under ultrasonic vibrationф
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Ramakrishna, K K G
Ajay, Arya Sharma, Anindra Tripathi, R P |
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| Date |
2013-09-05T11:28:46Z
2013-09-05T11:28:46Z 2013 |
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| Identifier |
Arkivoc 2013 (ii) 146-165
http://hdl.handle.net/123456789/1121 |
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| Description |
Chemoselective reduction of nitro group in polyfunctional nitrophenyl 2-oxobut-3-enyl C-glycopyranosides to the respective aminophenyl 2-oxobut-3-enyl glycopyranosides with SnCl2.2H2O under ultrasonic vibration in good yields was achieved successfully. Other potentially reducible groups such as carbonyl, ester, azide, tosyl, alkenic substituents were unaffected during reaction. The 2′-nitrophenyl-2-oxobut-3-enyl glycopyranosides as reduction substrates gave 2-quinoline¬methyl glycopyranosides via reduction followed by intramolecular cyclocondensation reactions. These β-C-glycopyranosides hold great promise in medicinal chemistry.
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675708 bytes
application/pdf |
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| Language |
en
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8287
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| Subject |
Chemoselective Reduction
Ultrasound Sonicator Tin(II) Reduction Polyfunctional C-glycopyranosides Quinolines |
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| Title |
Chemoselective synthesis of polyfunctional aminophenyl 2-oxobut-3-enyl - and quinoline-methyl-C-glycopyranosides from nitrophenyl 2-oxobut-3-enyl C-glycopyranosides under ultrasonic vibrationф
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Article
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