Synthesis of stable-isotope-labeled N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide and N-(3-dimethylaminopropyl)-N'-ethylurea.
J Labelled Comp Radiopharm
; 63(13): 526-530, 2020 11.
Article
em En
| MEDLINE
| ID: mdl-32845523
ABSTRACT
N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide (EDC) is a carbodiimide coupling reagent commonly used for the preparation of amides from carboxylic acids and amines. Because of initial concerns regarding the genotoxicity of EDC and its use in GMP syntheses at Bristol Myers Squibb, the quantitation of residual EDC and its by-product N-(3-dimethylaminopropyl)-N'-ethylurea (EDU) by liquid chromatography-mass spectrometry (LCMS) impurity analysis was required. These analyses required the use of stable-isotope-labeled EDC and EDU to serve as internal standards. To meet this need, stable-isotope-labeled EDC 9 and EDU 10 were prepared from [1,2-13 C2 ] ethylene glycol and [13 C,15 N] potassium cyanide in overall yields of 6% and 8%, respectively.
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Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Ureia
/
Carbodi-Imidas
/
Metilaminas
Idioma:
En
Ano de publicação:
2020
Tipo de documento:
Article