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ChemInform Abstract: Convenient Synthesis of (.+-.)- and (S)-Antipode of (4E,7S)-7- Methoxytetradec-4-enoic Acid, the Antimicrobial Principle of Marine Cyanophyte.

✍ Scribed by S. SANKARANARAYANAN; A. SHARMA; S. CHATTOPADHYAY


Publisher
John Wiley and Sons
Year
2010
Weight
35 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis


Convenient Synthesis of (Β±)-and (S)-Antipode of (4E,7S)-7-Methoxytetradec-4-enoic Acid, the Antimicrobial Principle of Marine Cyanophyte.

-A short and efficient route to the racemic title acid (IX) is reported. The synthesis involves formation of the oxirane (III). The corresponding (S)-enantiomer stems from the chiral oxirane (S)-(III) which is accessible via a highly enantioselective esterification of the hydroxyacid (X).


πŸ“œ SIMILAR VOLUMES


Synthesis of (4E,7S)-(βˆ’)-7-Methoxy-4-tet
✍ MΓΌller, Claudia ;Voss, Gundula ;Gerlach, Hans πŸ“‚ Article πŸ“… 1995 πŸ› John Wiley and Sons 🌐 English βš– 428 KB

The metabolite of the marine cyanophyte Lyngbya majuscula yield the alkyne 2 which could easily be transformed into the (4E,?S)-(-)-?-methoxy-4-tetradecenoic acid (1) has been target molecule. Hydrogenation with Lindlar catalyst produsynthesized for the first time in optically active form in eight c