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Pulvinamide

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Pulvinamide
Category Others
Catalog number BBF-05133
CAS 31673-63-9
Molecular Weight 307.3
Molecular Formula C18H13NO4

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

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Synonyms α-(3-Hydroxy-5-oxo-4-phenyl-2(5H)-furanylidene)benzeneacetamide; Pulvinic acid amide
IUPAC Name (2E)-2-(3-hydroxy-5-oxo-4-phenylfuran-2-ylidene)-2-phenylacetamide
Canonical SMILES C1=CC=C(C=C1)C2=C(C(=C(C3=CC=CC=C3)C(=O)N)OC2=O)O
InChI InChI=1S/C18H13NO4/c19-17(21)14(12-9-5-2-6-10-12)16-15(20)13(18(22)23-16)11-7-3-1-4-8-11/h1-10,20H,(H2,19,21)/b16-14+
InChI Key WRHGFSYRCKIXSB-JQIJEIRASA-N
Boiling Point 530.0±50.0°C (Predicted)
Density 1.428±0.06 g/cm3 (Predicted)
1. Synthesis of pulvinic derivatives via TBAF-mediated regioselective opening of an unsymmetrical monoaromatic pulvinic dilactone
Damien Habrant, Antoine Le Roux, Stéphane Poigny, Stéphane Meunier, Alain Wagner, Charles Mioskowski J Org Chem. 2008 Dec 5;73(23):9490-3. doi: 10.1021/jo801817s.
The synthesis of the monoaromatic pulvinic dilactone 1 from a tetronic acid derivative is reported. The reaction of 1 with various amines was found to provide the two pulvinamides regioisomers 2a and 2b. Using tetrabutylammonium fluoride (TBAF) as an activator, pulvinamides 2a could be obtained with excellent regioselectivities and good yields. Additions of alcohols to 1 are also studied, leading to similar observations.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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