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Application of 4-Chlorobutyryl Group as Amino Protective Group in the Synthesis of 7-(D-2-Amino-2-phenylacetamido)-3-methyl-3-cephem-4-carboxylic Acid (Cephalexin)

Z. Mandić ; Research Institute PLIVA, Zagreb, Croatia, Yugoslavia
J. J. Herak ; Research Institute PLIVA, Zagreb, Croatia, Yugoslavia
M. Tomić ; Research Institute PLIVA, Zagreb, Croatia, Yugoslavia
B. Vranešić ; Research Institute PLIVA, Zagreb, Croatia, Yugoslavia
M. Kovačević ; Research Institute PLIVA, Zagreb, Croatia, Yugoslavia
B. Gašpert ; Research Institute PLIVA, Zagreb, Croatia, Yugoslavia

Puni tekst: engleski, pdf (13 MB) str. 127-139 preuzimanja: 100* citiraj
APA 6th Edition
Mandić, Z., Herak, J.J., Tomić, M., Vranešić, B., Kovačević, M. i Gašpert, B. (1981). Application of 4-Chlorobutyryl Group as Amino Protective Group in the Synthesis of 7-(D-2-Amino-2-phenylacetamido)-3-methyl-3-cephem-4-carboxylic Acid (Cephalexin). Croatica Chemica Acta, 54 (1), 127-139. Preuzeto s https://hrcak.srce.hr/194437
MLA 8th Edition
Mandić, Z., et al. "Application of 4-Chlorobutyryl Group as Amino Protective Group in the Synthesis of 7-(D-2-Amino-2-phenylacetamido)-3-methyl-3-cephem-4-carboxylic Acid (Cephalexin)." Croatica Chemica Acta, vol. 54, br. 1, 1981, str. 127-139. https://hrcak.srce.hr/194437. Citirano 28.07.2021.
Chicago 17th Edition
Mandić, Z., J. J. Herak, M. Tomić, B. Vranešić, M. Kovačević i B. Gašpert. "Application of 4-Chlorobutyryl Group as Amino Protective Group in the Synthesis of 7-(D-2-Amino-2-phenylacetamido)-3-methyl-3-cephem-4-carboxylic Acid (Cephalexin)." Croatica Chemica Acta 54, br. 1 (1981): 127-139. https://hrcak.srce.hr/194437
Harvard
Mandić, Z., et al. (1981). 'Application of 4-Chlorobutyryl Group as Amino Protective Group in the Synthesis of 7-(D-2-Amino-2-phenylacetamido)-3-methyl-3-cephem-4-carboxylic Acid (Cephalexin)', Croatica Chemica Acta, 54(1), str. 127-139. Preuzeto s: https://hrcak.srce.hr/194437 (Datum pristupa: 28.07.2021.)
Vancouver
Mandić Z, Herak JJ, Tomić M, Vranešić B, Kovačević M, Gašpert B. Application of 4-Chlorobutyryl Group as Amino Protective Group in the Synthesis of 7-(D-2-Amino-2-phenylacetamido)-3-methyl-3-cephem-4-carboxylic Acid (Cephalexin). Croatica Chemica Acta [Internet]. 1981 [pristupljeno 28.07.2021.];54(1):127-139. Dostupno na: https://hrcak.srce.hr/194437
IEEE
Z. Mandić, J.J. Herak, M. Tomić, B. Vranešić, M. Kovačević i B. Gašpert, "Application of 4-Chlorobutyryl Group as Amino Protective Group in the Synthesis of 7-(D-2-Amino-2-phenylacetamido)-3-methyl-3-cephem-4-carboxylic Acid (Cephalexin)", Croatica Chemica Acta, vol.54, br. 1, str. 127-139, 1981. [Online]. Dostupno na: https://hrcak.srce.hr/194437. [Citirano: 28.07.2021.]

Sažetak
4-Chlorobutyryl group was used as amino protective group
for n(-)-alpha-phenylglycine (I). N-Hydroxysuccinimide ester III
was prepared in high yield but partly racemic. Reaction of III
or IV with V afforded epimeric mixtures of N,0-protected cephalexins
(VI), which can be separated by crystallisation. The 4-chlorobutyryl
group in VII was removed under very mild conditions
giving cephalexin (IX) in good yield and purity.

Hrčak ID: 194437

URI
https://hrcak.srce.hr/194437

Posjeta: 187 *