- Lipase catalysed synthesis of optically enriched α-haloamides
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An efficient lipase catalysed synthesis of optically enriched α-halogenated amides with concomitant optical enrichment of the starting α-haloesters is described. Candida antarctica lipase (CAL) was found to be a better catalyst over porcine pancreatic lipase (PPL) and Candida cylindracea lipase (CCL). The effect of different organic solvents was also studied.
- Azim, Abul,Sharma, Sunil K.,Olsen, Carl E.,Parmar, Virinder S.
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- Enantioselective aminolysis of an alpha-chloroester catalyzed by Candida cylindracea lipase encapsulated in sol-gel silica glass.
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[reaction: see text] Lipase from Candida cylindracea (CcL) encapsulated in porous silica glass by a sol-gel method catalyzes enantioselective aminolysis of ethyl 2-chloropropionate. A silica matrix enhances the enzyme activity, i.e., improves the yield. T
- Badjic,Kadnikova,Kostic
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- DOTMA-based amides (DOTMAMs) as a platform for the development of PARACEST MRI contrast agents
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A synthetic methodology leading to previously unknown DOTMA-based secondary amides (DOTMAMs) has been developed. Alkylation of cyclen with l-lactic acid-derived pseudohalides was used as a key step affording the alkyl- and aryl-decorated DOTMAMs. Amino acid-decorated DOTMAMs were obtained via peptide coupling between DOTMA and protected amino acids. Metallation of the DOTMAMs ligand with Tm3+ gave complexes exhibiting proximal amide proton based paramagnetic CEST effects at -50 ppm relative to water.
- Suchy,Li,Milne,Bartha,Hudson
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p. 62647 - 62655
(2016/07/16)
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- Microwave synthesis of chiral N-benzyl-2-methyl-2H-benzo[b][1, 4]oxazin/thiazin-3(4H)-ones via smiles rearrangement and their biological evaluation
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Optically active N-benzyl-2-methyl-2H-benzo[b][1,4]oxazin-3(4H)-ones and N-benzyl-2-methyl-2H-benzo [b][1, 4]thiazin-3(4H)-ones with potential synthetic and pharmacological interest were prepared via Smiles rearrangement in conventional as well as microwa
- Meng, Li-Juan,Zuo, Hua,Vijaykumar,Dupati, Gautam,Choi, Kyung-Min,Jang, Kiwan,Yoon, Yong-Jin,Shin, Dong-Soo
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p. 585 - 589
(2013/08/25)
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- Enzymatic Aminolysis and Transamidation Reactions
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Chiral amides can be obtained from (+/-)-2-chloropropionate esters and a wide range of amines when the reaction is catalyzed by Candida cylindracea lipase.The enantioselection of the enzyme in this aminolysis reaction depends on the substrate and nucleoph
- Gotor, Vicente,Brieva, Rosario,Gonzalez, Carmen,Rebolledo, Francisca
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p. 9207 - 9214
(2007/10/02)
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- CONTROL OF ENANTIOSELECTIVITY IN THE FORMATION OF A MODEL ALANINAMIDE FROM A 2-BROMOPROPANAMIDE
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Reactions of (R)- or (S)-2-chloro or -bromopropanamides 1,2 and related compounds with benzylamine in the presence of AlCl3, Ag2O, or a lipase (CCL) in an organic solvent, are described.N,N'-Dibenzylalaninamide 6 of either optical activity is obtained from optically active 2 by proper use of Ag2O.
- D'Angeli, Ferruccio,Marchetti, Paolo,Cavicchioni, Giorgio,Catelani, Giorgio,Nejad, F. Moftakhari Kamrani
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p. 155 - 158
(2007/10/02)
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- A SIMPLE PROCEDURE FOR THE PREPARATION OF CHIRAL AMIDES
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Yeast lipase (Candida cylindracea) catalysed the reaction between ethyl (+/-)-2-chloropropionate and different aliphatic and aromatic amines yielding optically active amides.
- Gotor, Vicente,Brieva, Rosario,Rebolledo, Francisca
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p. 6973 - 6974
(2007/10/02)
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