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Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 2: Synthesis of Fragments C1-6 and C9-14
Kilogram-scale syntheses of fragments C1-6 (6) and C9-14 (4) of (+)-discodermolide from common precursor 3 are described. Improved procedures for each step of both fragments were developed byExpand
A new, economical, practical and racemization-free method for the reductive removal of 2-oxazolidinones from N-acyloxazolidinones with sodium borohydride
Abstract A new, economical, practical and racemization-free method for the reductive removal of 2-oxazolidinones by a reduction of N-acyloxazolidinones with sodium borohydride in THF and water isExpand
Total Synthesis of Motuporin and 5-[L-Ala]-Motuporin.
TLDR
Results indicate that the N-methyldehydrobutyrine residue is not essential for PP1 inhibition, and both isomers of 5-[L-Ala]-motuporin inhibit the activity of protein phosphatase-1 in rat adipocyte lysates with comparable IC(50) values. Expand
Total synthesis of cyclotheonamide A
The potent serine protease inhibitor cyclotheonamide A was prepared in a convergent strategy from D-phenylalanine (D-Phe), vinylogous L-tyrosine (L-Vty), L-diaminopropanoic acid (L-Dpr), L-prolineExpand
An efficient and practical N-methylation of amino acid derivatives.
TLDR
An efficient and practical N-methylation of amino acid derivatives with dimethyl sulfate in the presence of sodium hydride and a catalytic amount of water is described, which led to much faster reaction rates than powdered sodium hydroxide itself. Expand
Process Development of a Large-Scale Synthesis of TKA731: A Tachykinin Receptor Antagonist
An efficient and chromatography-free large-scale synthesis of a tachykinin receptor antagonist TKA731 (1), utilizing the coupling of dipeptide 7 and 2-chloro-4(3H)-quinazolinone (13) as the key step,Expand
Enantioselective synthesis of (2S,2′R)-erythro-methylphenidate
Abstract A new approach towards the enantioselective synthesis of (2S,2′R)-erythro-methylphenidate (1) is described. The key step in the synthesis utilizes Evans' 4-substituted-2-oxazolidinone chiralExpand
An Improved and Practical Sharpless Oxidation of Primary Alcohols to the Carboxylic Acids
Abstract An improved and practical procedure for the oxidation of primary alcohols to the carboxylic acids under Sharpless's conditions (NaIO4/RuCl3.H2O/water/acetonitrile) using ethyl acetate as theExpand
A convenient and practical method for N-acylation of 2-oxazolidinone chiral auxiliaries with acids
Abstract A one-pot, convenient and practical method for N-acylation of 2-oxazolidinone chiral auxiliaries directly with acids in the presence of pivaloyl chloride and triethylamine is described.
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