- Tandem Mannich/Diels-Alder reactions for the synthesis of indole compound libraries
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A tandem Mannich/Diels-Alder sequence for the synthesis of small-molecule libraries with an indolyl-octahydro-3a,6-epoxy-isoindole core structure is demonstrated in this study. Representative diversification examples based on this scaffold were performed, and a library is being produced within the European Lead Factory (ELF) Consortium.
- Wu, Peng,Petersen, Michael ?xman,Petersen, Rico,Flagstad, Thomas,Guilleux, Rachel,Ohsten, Martin,Morgentin, Rémy,Nielsen, Thomas E.,Clausen, Mads H.
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- Process for preparing 5-aminolevulinic acid from 5-chloromethyl furfural
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The invention discloses a process for preparing 5-aminolevulinic acid from 5-chloromethylfurfural. The biomass-based 5-chloromethylfurfural and cheap and easily available potassium phthalimide are used as reaction raw materials to react to obtain ammoniated product 5-(phthalimide) methylfurfural with a yield of 97.1%, and then the 5-ALA is obtained through synthesis steps of photooxidation, reduction, hydrolysis and the like. The structure of the 5-ALA is determined by nuclear magnetic resonance. The purity of the 5-ALA is 96.1% and the total reaction yield is 23.7%. Compared with the traditional chemical synthesis route of the 5-aminolevulinic acid, the process has the advantages of cheap and easily available raw materials, simple and convenient operation, mild reaction conditions, no toxicity and the like, and has a good industrial popularization prospect.
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Paragraph 0025; 0027-0028; 0036-0038; 0045-0047; 0054-0056
(2019/10/29)
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- Synthesis of amines of the di- and trifurylmethane series
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Methods are proposed for the synthesis of amines of the di-and trifurylmethane series-prospective compounds for the production of polymers and macrocyclic molecules-on the basis of 2-(2-furylmethyl)-1,3-isoindolinedione.
- Nevolina,Stroganova,Shevlyakov,Butin
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p. 408 - 415
(2008/09/21)
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- Syntheses of γ-oxo acids or γ-oxo esters by photooxygenation of furanic compounds and reduction under ultrasound: Application to the synthesis of 5-aminolevulinic acid hydrochloride
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The photooxygenation of 5-hydroxymethyl-2-furfural (1a) or derivatives 1b-g yields 4-hydroxy-Δ2-butenolides 2 which are the percursors of butenolides 3 or α,β-unsaturated γ-oxo esters 5. The selective reduction of olides 2 or oxo esters 5 with zinc in acetic acid under sonication leads to γ-oxo acids 4 or γ-oxo esters 6. The photooxygenation of amino derivative 1d, followed by selective reduction of corresponding lactone 2d, gives 5-aminolevulinic acid hydrochloride (7) (ALA) after hydrolysis.
- Cottier,Descotes,Eymard,Rapp
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p. 303 - 306
(2007/10/02)
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