1998
DOI: 10.1080/00397919808005101
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Acetyl Chloride-Methanol as a Convenient Reagent for: A) Quantitative Formation of Amine Hydrochlorides B) Carboxylate Ester Formation C) Mild Removal of N-t-Boc-Protective Group.

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Cited by 101 publications
(61 citation statements)
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“…1. The protection of amino groups using t-boc (tert-butyloxycarbonyl) and the reaction between amino and carboxyl groups to form amide bonds in the presence of N -hydroxysuccinimide (NHS) and N -ethyl-N -(3-dimethylaminopropyl) carbodiimide hydrochloride (EDAC), have been well established [8]. Briefly, 0.23 ml t-boc was added to 10 ml 0.1 M FA solution in dimethyl sulfoxide (DMSO) with 0.2 ml triethylamine, 0.3 g NHS, and 0.5 g EDAC and stirred at room temperature overnight.…”
Section: Surface Modification Of Magnetite Nanoparticlesmentioning
confidence: 99%
“…1. The protection of amino groups using t-boc (tert-butyloxycarbonyl) and the reaction between amino and carboxyl groups to form amide bonds in the presence of N -hydroxysuccinimide (NHS) and N -ethyl-N -(3-dimethylaminopropyl) carbodiimide hydrochloride (EDAC), have been well established [8]. Briefly, 0.23 ml t-boc was added to 10 ml 0.1 M FA solution in dimethyl sulfoxide (DMSO) with 0.2 ml triethylamine, 0.3 g NHS, and 0.5 g EDAC and stirred at room temperature overnight.…”
Section: Surface Modification Of Magnetite Nanoparticlesmentioning
confidence: 99%
“…Acidic methanol was used to cleave the N-Boc group and introduce the methyl ester. 69 Subsequent treatment with acetyl chloride ( 13 C-labeled acetyl chloride was used to aid structural analysis as described in the Materials and Methods section) and N,Ndimethylaminopyridine afforded the desired N-acetylated target compounds.…”
Section: Ring Pucker and K Trans/cis Of Clp And Clpmentioning
confidence: 99%
“…[33] Esterification of 10 with ethylchloroformate according to the procedure reported by S. Kim et al, [34] followed by CF 3 COOH cleavage of the Boc protecting group, gave the building block 13, although only in 22% yield. The preparation of 13 was achieved more easily by using acetyl chloride-alcohol as reagent, [35] allowing carboxylic acid esterification and N-tBoc deprotection of 10 in a single-step procedure. Thus, treatment of 10 with an excess of acetyl chloride in ethanol solution at room temperature afforded 13 in 55% yield.…”
Section: Synthesismentioning
confidence: 99%