Preparation of octaethyl-3-amino-pentane-1,1,5,5-tetrakisphosphonate by catalytic hydrogenation of the corresponding 3-nitro-compound

Article abstract of DOI:10.1080/10426509608046357

The aim of this investigation was to find a convenient synthetical access to tetraethyl-3-amino-1,1-bisphosphonates, a class of chemical compounds which are useful agents in the concept of osteotic vectorisation of antitumor and antiinflammatory drugs. Base-catalyzed addition of nitroalkanes to tetraethylethenylidenebisphosphonate 1 affords the tetraethyl-3-nitro-alkane-1,1-bisphosphonates 3 and 4 and octaethyl-3-nitro-pentane-1,1,5,5-tetrakisphospnonate 2, which can be hydrogenated to the corresponding 3-amino-alkane-1,1-bisphosphonates 6 and 7 and the title compound octaethyl-3-amino-pentane-1,1,5,5-tetrakisphosphonate 5.

Full text of DOI:10.1080/10426509608046357

This article was downloaded by: [North Carolina State University]
On: 11 December 2014, At: 01:59
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954 Registered
office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH, UK
Phosphorus, Sulfur, and Silicon and the
Related Elements
Publication details, including instructions for authors and
subscription information:
http://www.tandfonline.com/loi/gpss20
PREPARATION OF OCTAETHYL-3-
AMINO-PENTANE-1,1,5,5-
TETRAKISPHOSPHONATE BY
CATALYTIC HYDROGENATION OF THE
CORRESPONDING 3-NITRO-COMPOUND
W. Winckler a , Th. Pieper a & B. K. Keppler a
a Anorganisch-Chemisches Institut, Universität Heidelberg , Im
Neuenheimer Feld 270, 69120, Heidelberg, Deutschland
Published online: 04 Oct 2006.
To cite this article: W. Winckler , Th. Pieper & B. K. Keppler (1996) PREPARATION OF OCTAETHYL-3-
AMINO-PENTANE-1,1,5,5-TETRAKISPHOSPHONATE BY CATALYTIC HYDROGENATION OF THE
CORRESPONDING 3-NITRO-COMPOUND, Phosphorus, Sulfur, and Silicon and the Related Elements,
112:1-4, 137-141, DOI: 10.1080/10426509608046357
To link to this article: http://dx.doi.org/10.1080/10426509608046357
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the information (the
“Content”) contained in the publications on our platform. However, Taylor & Francis,
our agents, and our licensors make no representations or warranties whatsoever as to
the accuracy, completeness, or suitability for any purpose of the Content. Any opinions
and views expressed in this publication are the opinions and views of the authors,
and are not the views of or endorsed by Taylor & Francis. The accuracy of the Content
should not be relied upon and should be independently verified with primary sources
of information. Taylor and Francis shall not be liable for any losses, actions, claims,
proceedings, demands, costs, expenses, damages, and other liabilities whatsoever or
howsoever caused arising directly or indirectly in connection with, in relation to or arising
out of the use of the Content.
This article may be used for research, teaching, and private study purposes. Any
substantial or systematic reproduction, redistribution, reselling, loan, sub-licensing,
systematic supply, or distribution in any form to anyone is expressly forbidden. Terms &

Conditions of access and use can be found at http://www.tandfonline.com/page/terms-
and-conditions