A Flask for Efficient Stirring

Morton, Avery A.

doi:10.1021/ac50131a021

Cited by 14 publications

(4 citation statements)

References 3 publications

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“…65 On a larger scale (>1 g), successful ruthenium catalyzed oxidation required higher catalyst loading (10 mol %) and efficient stirring of the biphasic medium in a Morton flask. 66 (4R)-Benzyl-2,2-dioxo-3-N-Fmoc-1,2,3-oxathiazinane-4-carboxylate [(R)-11b] was prepared from D-Met as described for the (4S)-enantiomer.…”

Section: Resultsmentioning

confidence: 99%

“…Subsequent oxidation to 2,2-dioxo-1,2,3-oxathiazinanes 7 and 8 was performed using catalytic ruthenium(III) trichloride hydrate (2 mol %) and sodium metaperiodate . On a larger scale (>1 g), successful ruthenium catalyzed oxidation required higher catalyst loading (10 mol %) and efficient stirring of the biphasic medium in a Morton flask . (4 R )-Benzyl-2,2-dioxo-3- N -Fmoc-1,2,3-oxathiazinane-4-carboxylate [( R )- 11b ] was prepared from d -Met as described for the (4 S )-enantiomer.…”

Section: Resultsmentioning

confidence: 99%

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Positional Scanning for Peptide Secondary Structure by Systematic Solid-Phase Synthesis of Amino Lactam Peptides

et al. 2009

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Incorporation of amino lactams into biologically active peptides has been commonly used to restrict conformational mobility, enhance selectivity, and increase potency. A solid-phase method using a Fmoc-protection strategy has been developed for the systematic synthesis of peptides containing configurationally defined alpha- and beta-amino gamma-lactams. N-Alkylation of N-silyl peptides with five- and six-member cyclic sulfamidates 9 and 8 minimized bis-alkylation and provided N-alkyl peptides, which underwent lactam annulation under microwave heating. Employing this solid-phase protocol on the growth hormone secretagogue GHRP-6, as well as on the allosteric modulator of the IL-1 receptor 101.10, has furnished 16 lactam derivatives and validated the effectiveness of this approach on peptides bearing aliphatic, aromatic, branched, charged, and heteroatomic side chains. The binding affinity IC(50) values of the GHRP-6 lactam analogues on both the GHS-R1a and CD36 receptors are reported as well as inhibition of thymocyte proliferation measurements for the 101.10 lactam analogues. In these cases, lactam analogues were prepared exhibiting similar or improved properties compared with the parent peptide. Considering the potential for amino lactams to induce peptide turn conformations, the effective method described herein for their supported construction on growing peptides, and for the systematical amino lactam scan of peptides, has proven useful for the rapid identification of the secondary structure necessary for peptide biological activity.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Positional Scanning for Peptide Secondary Structure by Systematic Solid-Phase Synthesis of Amino Lactam Peptides

et al. 2009

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“…This is presumably due to direct insertion of the zinc into the starting materials. Keeping the stirrer above the bottom surface and using a Morton flask 28 to ensure turbulent mixing results in reliable, high yields on large scale. Zinc powder from Alfa Aesar has proven more reliable than from other suppliers.…”

Section: Discussionmentioning

confidence: 99%

Nickel-Catalyzed Cross-Coupling of Aryl Halides with Alkyl Halides: Ethyl 4-(4-(4-methylphenylsulfonamido)-phenyl)butanoate

et al. 2013

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“…Major interest centered in the design of the flask. A special flask having deep vertical creases (6,7) has been responsible for a considerable increase in yield in many reactions and, in one case (7), for eliminating altogether a certain product which was obtained in an ordinary flask.…”

Section: Flask Design and Other Factorsmentioning

confidence: 99%

An Apparatus for High-Speed Stirring: Effect of Flask Design and Some Other Factors on Stirring

Morton¹,

Knott²

1941

Ind. Eng. Chem. Anal. Ed.

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A Flask for Efficient Stirring

Cited by 14 publications

References 3 publications

Positional Scanning for Peptide Secondary Structure by Systematic Solid-Phase Synthesis of Amino Lactam Peptides

Positional Scanning for Peptide Secondary Structure by Systematic Solid-Phase Synthesis of Amino Lactam Peptides

Nickel-Catalyzed Cross-Coupling of Aryl Halides with Alkyl Halides: Ethyl 4-(4-(4-methylphenylsulfonamido)-phenyl)butanoate

An Apparatus for High-Speed Stirring: Effect of Flask Design and Some Other Factors on Stirring

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