| pubmed-article:20222097 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:20222097 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:20222097 | lifeskim:mentions | umls-concept:C0439810 | lld:lifeskim |
| pubmed-article:20222097 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:20222097 | lifeskim:mentions | umls-concept:C1516050 | lld:lifeskim |
| pubmed-article:20222097 | lifeskim:mentions | umls-concept:C0386169 | lld:lifeskim |
| pubmed-article:20222097 | pubmed:issue | 14 | lld:pubmed |
| pubmed-article:20222097 | pubmed:dateCreated | 2010-4-14 | lld:pubmed |
| pubmed-article:20222097 | pubmed:abstractText | The first total synthesis of the cyclodepsipeptide chondramide A (2 b) is described. This depsipeptide is composed of four subunits, namely L-alanine, N-Me-D-tryptophan, 3-amino-2-methoxy-propionic acid (beta-tyrosine derivative), and a 7-hydroxy-alkenoic acid. While the configuration of the stereogenic centers in the 7-hydroxy-alkenoic acid were known, the configuration of the tyrosine derivative required clarification and turned out to be (2S,3R) or (2L,3L), respectively. The synthesis of the 3-amino-2-methoxy-3-arylpropanoic ester 20 b relied on an asymmetric dihydroxylation yielding diol ent-15 a followed by a regioselective Mitsunobu substitution leading to 3-azido-2-hydroxypropanoate 18 b. We could also show that the ester bond in the seco compound 26 b can be fashioned by a Mitsunobu esterification by using hydroxy ester (7S)-7 and the tripeptide acid 25 b. This synthesis should allow for the preparation of various analogues. | lld:pubmed |
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| pubmed-article:20222097 | pubmed:language | eng | lld:pubmed |
| pubmed-article:20222097 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20222097 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:20222097 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
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| pubmed-article:20222097 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:20222097 | pubmed:month | Apr | lld:pubmed |
| pubmed-article:20222097 | pubmed:issn | 1521-3765 | lld:pubmed |
| pubmed-article:20222097 | pubmed:author | pubmed-author:SchmauderAnke... | lld:pubmed |
| pubmed-article:20222097 | pubmed:author | pubmed-author:SibleyL... | lld:pubmed |
| pubmed-article:20222097 | pubmed:author | pubmed-author:MaierMartin... | lld:pubmed |
| pubmed-article:20222097 | pubmed:issnType | Electronic | lld:pubmed |
| pubmed-article:20222097 | pubmed:day | 12 | lld:pubmed |
| pubmed-article:20222097 | pubmed:volume | 16 | lld:pubmed |
| pubmed-article:20222097 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:20222097 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:20222097 | pubmed:pagination | 4328-36 | lld:pubmed |
| pubmed-article:20222097 | pubmed:dateRevised | 2011-11-17 | lld:pubmed |
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| pubmed-article:20222097 | pubmed:meshHeading | pubmed-meshheading:20222097... | lld:pubmed |
| pubmed-article:20222097 | pubmed:meshHeading | pubmed-meshheading:20222097... | lld:pubmed |
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| pubmed-article:20222097 | pubmed:meshHeading | pubmed-meshheading:20222097... | lld:pubmed |
| pubmed-article:20222097 | pubmed:meshHeading | pubmed-meshheading:20222097... | lld:pubmed |
| pubmed-article:20222097 | pubmed:meshHeading | pubmed-meshheading:20222097... | lld:pubmed |
| pubmed-article:20222097 | pubmed:meshHeading | pubmed-meshheading:20222097... | lld:pubmed |
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| pubmed-article:20222097 | pubmed:meshHeading | pubmed-meshheading:20222097... | lld:pubmed |
| pubmed-article:20222097 | pubmed:year | 2010 | lld:pubmed |
| pubmed-article:20222097 | pubmed:articleTitle | Total synthesis and configurational assignment of chondramide A. | lld:pubmed |
| pubmed-article:20222097 | pubmed:affiliation | Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany. | lld:pubmed |
| pubmed-article:20222097 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:20222097 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |
| pubmed-article:20222097 | pubmed:publicationType | Research Support, N.I.H., Extramural | lld:pubmed |
