Studies toward synthesis of mono-glycosylated dipyrromethanes and analogues of the anti-cancer natural product tolyporphin
The tolyporphin A structure contains a tetrapyrrolic bacteriochlorin macrocycle and also consists of two glycosyl groups directly connected to the pyrroles. In this thesis, 3-glycosylated pyrrole was reacted with Eschenmoser's salt to produce N,N-dimethylamino methylated derivative in 95 % yiel...
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| Format: | Others |
| Language: | English |
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Uppsala universitet, Organisk kemi
2016
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| Online Access: | http://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-307951 |
| Summary: | The tolyporphin A structure contains a tetrapyrrolic bacteriochlorin macrocycle and also consists of two glycosyl groups directly connected to the pyrroles. In this thesis, 3-glycosylated pyrrole was reacted with Eschenmoser's salt to produce N,N-dimethylamino methylated derivative in 95 % yield. Then, the product was reacted with pyrrole under microwave irradiation to produce glycosylated dipyrromethane in 44 % yield. Mono-glycosylated porphyrin was formed by reacting glycosylated dipyrromethane with 1,9-bis (imino)-5-phenyl dipyrromethane under the standard procedure, 1H NMR was used to confirm the new products. |
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