The Conversion of Amides to Esters with Meerwein'S Reagent. Application to the Synthesis of a Carfentanil Precursor.
Publication type: Journal Article
Publication date: 1997-03-01
scimago Q3
wos Q3
SJR: 0.322
CiteScore: 4.3
Impact factor: 1.8
ISSN: 00397911, 15322432
Organic Chemistry
Abstract
An efficient two step transformation of 1° and 2° amides to methyl and ethyl esters has been developed using trimethyl- and triethyloxonium tetrafluoroborates, and dilute acid. This methodology was applied to 1-benzyl-4-phenylamino-4-piperidinecarboxamide, a precursor in the synthesis of carfentanil, to produce the methyl ester in 60% yield and the ethyl ester in 80% yield.
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32
Total citations:
32
Citations from 2024:
1
(3.13%)
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GOST
Copy
Kiessling A. J., McClure C. K. The Conversion of Amides to Esters with Meerwein'S Reagent. Application to the Synthesis of a Carfentanil Precursor. // Synthetic Communications. 1997. Vol. 27. No. 5. pp. 923-937.
GOST all authors (up to 50)
Copy
Kiessling A. J., McClure C. K. The Conversion of Amides to Esters with Meerwein'S Reagent. Application to the Synthesis of a Carfentanil Precursor. // Synthetic Communications. 1997. Vol. 27. No. 5. pp. 923-937.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1080/00397919708004212
UR - https://doi.org/10.1080/00397919708004212
TI - The Conversion of Amides to Esters with Meerwein'S Reagent. Application to the Synthesis of a Carfentanil Precursor.
T2 - Synthetic Communications
AU - Kiessling, Anthony J
AU - McClure, Cynthia K
PY - 1997
DA - 1997/03/01
PB - Taylor & Francis
SP - 923-937
IS - 5
VL - 27
SN - 0039-7911
SN - 1532-2432
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{1997_Kiessling,
author = {Anthony J Kiessling and Cynthia K McClure},
title = {The Conversion of Amides to Esters with Meerwein'S Reagent. Application to the Synthesis of a Carfentanil Precursor.},
journal = {Synthetic Communications},
year = {1997},
volume = {27},
publisher = {Taylor & Francis},
month = {mar},
url = {https://doi.org/10.1080/00397919708004212},
number = {5},
pages = {923--937},
doi = {10.1080/00397919708004212}
}
Cite this
MLA
Copy
Kiessling, Anthony J., and Cynthia K McClure. “The Conversion of Amides to Esters with Meerwein'S Reagent. Application to the Synthesis of a Carfentanil Precursor..” Synthetic Communications, vol. 27, no. 5, Mar. 1997, pp. 923-937. https://doi.org/10.1080/00397919708004212.