Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone Glycoconjugates
3,4-Dichloro-5-hydroxy-2(5H)-furanone treated with methyl chloroformate in the presence of diisopropylethylamine (Hünig’s base) gave the corresponding carbonate. The labile methoxycarbonyloxy group smoothly undergoes substitution by amino alcohols. The obtained 5-(w-hydroxyalkylamino) mucochloric ac...
| Main Authors: | , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2011-01-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/16/2/1011/ |
| _version_ | 1818144645233770496 |
|---|---|
| author | Edyta Gondela Krzysztof Z. Walczak |
| author_facet | Edyta Gondela Krzysztof Z. Walczak |
| author_sort | Edyta Gondela |
| collection | DOAJ |
| description | 3,4-Dichloro-5-hydroxy-2(5H)-furanone treated with methyl chloroformate in the presence of diisopropylethylamine (Hünig’s base) gave the corresponding carbonate. The labile methoxycarbonyloxy group smoothly undergoes substitution by amino alcohols. The obtained 5-(w-hydroxyalkylamino) mucochloric acid derivatives reacted with peracetylated glucals using triphenylphosphine hydrobromide as a catalyst to give the title muchloric acid glycoconjugates. |
| first_indexed | 2024-12-11T11:50:51Z |
| format | Article |
| id | doaj.art-485c65bdd46f4675aea9b41e65911e0a |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-11T11:50:51Z |
| publishDate | 2011-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-485c65bdd46f4675aea9b41e65911e0a2022-12-22T01:08:21ZengMDPI AGMolecules1420-30492011-01-011621011102010.3390/molecules16021011Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone GlycoconjugatesEdyta GondelaKrzysztof Z. Walczak3,4-Dichloro-5-hydroxy-2(5H)-furanone treated with methyl chloroformate in the presence of diisopropylethylamine (Hünig’s base) gave the corresponding carbonate. The labile methoxycarbonyloxy group smoothly undergoes substitution by amino alcohols. The obtained 5-(w-hydroxyalkylamino) mucochloric acid derivatives reacted with peracetylated glucals using triphenylphosphine hydrobromide as a catalyst to give the title muchloric acid glycoconjugates.http://www.mdpi.com/1420-3049/16/2/1011/3,4-dichloromucochloric acidamino alcoholglucalsadditionglycoconjugate |
| spellingShingle | Edyta Gondela Krzysztof Z. Walczak Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone Glycoconjugates Molecules 3,4-dichloromucochloric acid amino alcohol glucals addition glycoconjugate |
| title | Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone Glycoconjugates |
| title_full | Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone Glycoconjugates |
| title_fullStr | Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone Glycoconjugates |
| title_full_unstemmed | Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone Glycoconjugates |
| title_short | Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone Glycoconjugates |
| title_sort | convenient synthesis of 3 4 dichloro 5 hydroxy 2 5h furanone glycoconjugates |
| topic | 3,4-dichloromucochloric acid amino alcohol glucals addition glycoconjugate |
| url | http://www.mdpi.com/1420-3049/16/2/1011/ |
| work_keys_str_mv | AT edytagondela convenientsynthesisof34dichloro5hydroxy25hfuranoneglycoconjugates AT krzysztofzwalczak convenientsynthesisof34dichloro5hydroxy25hfuranoneglycoconjugates |