Development of an Isolable Active Ester, Diethyl Thiophosphoryl [(Z)-(2-Aminothiazol-4-yl)-2-(Methoxyimino)acetate (DAMA) for the Synthesis of Cefotaxime
Publication type: Journal Article
Publication date: 2011-02-20
scimago Q2
wos Q3
SJR: 0.477
CiteScore: 4.5
Impact factor: 2.2
ISSN: 02532964, 12295949
General Chemistry
Abstract
An isolable activated ester, diethyl thiophosphoryl [(Z)-(2-aminothiazol-4-yl)-2-(methoxyimino)acetate (9a, DAMA) was prepared in high purity, which was at least stable for 7 d at and 6 months at . Its reaction with 7-ACA (4) in the presence of tributylamine in i-PrOH provided cefotaxime (1) of high purity in good yield. Preparation of DAMA and its reaction with 7-ACA (4) to 1 was performed in one-pot manner, respectively with minimal unit operations of stirring and filtration.
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Yoon M., Lee H. J., Shin H. Development of an Isolable Active Ester, Diethyl Thiophosphoryl [(Z)-(2-Aminothiazol-4-yl)-2-(Methoxyimino)acetate (DAMA) for the Synthesis of Cefotaxime // Bulletin of the Korean Chemical Society. 2011. Vol. 32. No. 2. pp. 407-410.
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Yoon M., Lee H. J., Shin H. Development of an Isolable Active Ester, Diethyl Thiophosphoryl [(Z)-(2-Aminothiazol-4-yl)-2-(Methoxyimino)acetate (DAMA) for the Synthesis of Cefotaxime // Bulletin of the Korean Chemical Society. 2011. Vol. 32. No. 2. pp. 407-410.
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TY - JOUR
DO - 10.5012/bkcs.2011.32.2.407
UR - https://doi.org/10.5012/bkcs.2011.32.2.407
TI - Development of an Isolable Active Ester, Diethyl Thiophosphoryl [(Z)-(2-Aminothiazol-4-yl)-2-(Methoxyimino)acetate (DAMA) for the Synthesis of Cefotaxime
T2 - Bulletin of the Korean Chemical Society
AU - Yoon, Man-Young
AU - Lee, Hee Jae
AU - Shin, Hyunik
PY - 2011
DA - 2011/02/20
PB - Wiley
SP - 407-410
IS - 2
VL - 32
SN - 0253-2964
SN - 1229-5949
ER -
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@article{2011_Yoon,
author = {Man-Young Yoon and Hee Jae Lee and Hyunik Shin},
title = {Development of an Isolable Active Ester, Diethyl Thiophosphoryl [(Z)-(2-Aminothiazol-4-yl)-2-(Methoxyimino)acetate (DAMA) for the Synthesis of Cefotaxime},
journal = {Bulletin of the Korean Chemical Society},
year = {2011},
volume = {32},
publisher = {Wiley},
month = {feb},
url = {https://doi.org/10.5012/bkcs.2011.32.2.407},
number = {2},
pages = {407--410},
doi = {10.5012/bkcs.2011.32.2.407}
}
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Yoon, Man-Young, et al. “Development of an Isolable Active Ester, Diethyl Thiophosphoryl [(Z)-(2-Aminothiazol-4-yl)-2-(Methoxyimino)acetate (DAMA) for the Synthesis of Cefotaxime.” Bulletin of the Korean Chemical Society, vol. 32, no. 2, Feb. 2011, pp. 407-410. https://doi.org/10.5012/bkcs.2011.32.2.407.