Incorporation of Heterocycles into Combinatorial Chemistry by Eugene V. Babaev

By Eugene V. Babaev

The writer has summarized a decade of training combinatorial chemistry into this well timed short. the cast part synthesis of unnatural heterocyclic alpha-amino acids is illustrated via useful examples ranging from the ABCs of peptide synthesis explored in bankruptcy one. bankruptcy is anxious with the forged part synthesis that is proven on numerous suggestions – BillBoard, tea-bag, and Lantern units, and verified on heterocyclic examples and protocols. within the 3rd bankruptcy the instruments for accelerating chemical synthesis – sturdy part and liquid section – are reviewed. the following the recommendations of parallel refluxing (including microwave and movement procedure) and parallel separation (filtration, centrifugation, evaporation, and chromatography) are defined. within the chapters four and five the writer is going directly to describe how the liquid part synthesis of heterocycles (reductive amination and Ugi response of heterocycles) is illustrated with using semi-automated protocols. ultimately, the layout of combinatorial libraries of heterocycles is reviewed together with the unique author’s findings.

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The reaction was performed in cold condition with intermittent shaking. The resin got intense red. 4 Yields and constants of N-(5-nitrothiazol-2-yl)amino acid amides XI and esters XII Comp. no. 65 248 233 64 55 N S N O2N NH(CH2)3COX S N XIIc O2N S NH(CH2)4COX N O2N NHCH(CH3)COX S N O 2N S O 2N S NHCH(CH2Ph)COX N NHCH(Ph)CH 2COX N O 2N XIIg XIg 1 N XIc XIId XId XIIe XIe XIIf – XIf X NHCH(i-Pr)COX S N O 2N S NHCH 2C 6H 4COX 24 1 Peptide Synthesis of Libraries of Non-natural Amino Acids (2 Â 15 ml), dried in a vacuum oven, and weighed.

1021/jm000094n 5. Nicolau KC, Hanko R, Hartwig W (2002) Handbook of combinatorial chemistry. Wiley– VCH, Weinheim 6. Iwanowicz EJ, Poss MA, Lin J (1993) Preparation of N, N′-bis-tert-Butoxycarbonylthiourea. Synth Commun 23:1443–1445. 1080/00397919308011234 7. Carpino LA, Grace YH (1972) 9-Fluorenylmethoxycarbonyl amino-protecting group. J Org Chem 37:3404–3409. 1021/jo00795a005 8. Kaiser E, Colescott RL, Bossinger CD, Cook PI (1970) Color test for detection of free terminal amino groups in the solid-phase synthesis of peptides.

30. The darkening of the support was observed during reaction. Reaction progress was followed by the Kaiser test for amino group. It then showed that the reaction occurs at 90–95 °C for 5–6 h, on average. Synthesis of N-(5-nitropyridin-2-yl) Amino Acid Amides. 5 g of the Rink resin containing an unprotected amino acid. 73 g (3 mmol) of 2-chloro-5-nitropyridine was added to the resin. The vial was tightly closed and heated at 95 °C for 12 h with intermittent shaking. 30 Synthesis of esters and amides of N-(5-nitropyridin-2-yl)amino acids (2 Â 15 ml) and dried in a vacuum oven.

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