American Chemical Society (ACS)
Organic Process Research and Development
,  том 5 ,  издание 4 ,  страницы 442-444

An Efficient Synthesis of 2-Hydroxyethyl N,N,N‘,N‘-Tetrakis(2-chloroethyl)phosphorodiamidate

Тип публикации: Journal Article
Дата публикации: 2001-05-17
American Chemical Society (ACS)
wos Q1
white level БС1
SJR: 0.876
CiteScore: 5.4
Impact factor: 3.5
ISSN: 10836160, 1520586X
Organic Chemistry
Physical and Theoretical Chemistry
Краткое описание
A process for the multikilogram preparation of 2-hydroxyethyl N,N,N‘,N‘-tetrakis(2-chloroethyl)phosphorodiamidate has been achieved in substantially pure form by a short synthetic sequence starting from phosphorus oxychloride and 2 equiv of bis(2-chloroethyl)amine. This process involves a two-step preparation of the intermediate mustard chloride in one pot, followed by the base-catalyzed reaction with excess ethylene glycol. This method has been carried out to provide 2.9 kg of this key drug substance intermediate in 52% overall yield.
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Herr R. J. et al. An Efficient Synthesis of 2-Hydroxyethyl N,N,N‘,N‘-Tetrakis(2-chloroethyl)phosphorodiamidate // Organic Process Research and Development. 2001. Vol. 5. No. 4. pp. 442-444.
ГОСТ со всеми авторами (до 50) Скопировать
Herr R. J., Zhichkin P., Hernández Abad P. E., Meckler H., Schow S. R. An Efficient Synthesis of 2-Hydroxyethyl N,N,N‘,N‘-Tetrakis(2-chloroethyl)phosphorodiamidate // Organic Process Research and Development. 2001. Vol. 5. No. 4. pp. 442-444.
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TY - JOUR
DO - 10.1021/op010208k
UR - https://doi.org/10.1021/op010208k
TI - An Efficient Synthesis of 2-Hydroxyethyl N,N,N‘,N‘-Tetrakis(2-chloroethyl)phosphorodiamidate
T2 - Organic Process Research and Development
AU - Herr, R Jason
AU - Zhichkin, Paul
AU - Hernández Abad, Pedro E
AU - Meckler, Harold
AU - Schow, Steven R
PY - 2001
DA - 2001/05/17
PB - American Chemical Society (ACS)
SP - 442-444
IS - 4
VL - 5
SN - 1083-6160
SN - 1520-586X
ER -
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@article{2001_Herr,
author = {R Jason Herr and Paul Zhichkin and Pedro E Hernández Abad and Harold Meckler and Steven R Schow},
title = {An Efficient Synthesis of 2-Hydroxyethyl N,N,N‘,N‘-Tetrakis(2-chloroethyl)phosphorodiamidate},
journal = {Organic Process Research and Development},
year = {2001},
volume = {5},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/op010208k},
number = {4},
pages = {442--444},
doi = {10.1021/op010208k}
}
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Herr, R. Jason, et al. “An Efficient Synthesis of 2-Hydroxyethyl N,N,N‘,N‘-Tetrakis(2-chloroethyl)phosphorodiamidate.” Organic Process Research and Development, vol. 5, no. 4, May. 2001, pp. 442-444. https://doi.org/10.1021/op010208k.
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