Reaction of 1-amino bisphosphinic acids with acid chlorides: Synthesis of novel cyclic 1-Hydroxy-1-amino-1,1-bisphosphinic acids

Synlett

Volumn , Issue 12, 2010, Pages 1837-1840

  Kaboudin, Babak ^a   Saadati, Fariba ^a   Yokomatsu, Tsutomu ^b  

^a INSTITUTE FOR ADVANCED STUDIES IN BASIC SCIENCES IASBS   (Iran)

^b TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES   (Japan)

Author keywords

acid chlorides; aminophosphinic acids; bisphosphinic acids; hydroxyphosphinic acids

Indexed keywords

1 AMINO BISPHOSPHINIC ACID DERIVATIVE; ACID CHLORIDE; CHLORIDE; CYCLIC 1 HYDROXY 1' AMINO 1,1 BISPHOSPHINIC ACID DERIVATIVE; PHOSPHINIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CRYSTAL STRUCTURE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE; RACEMIC MIXTURE; SILYLATION; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 77954857934     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1258115     Document Type: Article

References (21)

1. (a) Ghosh S G., Chan J M. W., Lea C R., Meints G A., Lewis J C., Tovian Z S., Flessner R M., Loftus T C., Bruchhaus I, Kendrick H, Croft S L., Kemp R G., Kobayashi S, Nozaki T, Oldfield E, J. Med. Chem. 2004 47 175
2. (b) Martin B M., Grimley J S., Lewis J C., Heath L H., Bailey B N., Kendrick H, Yardley V, Caldera A, Lira R, Urbina J A., Moreno S N. J., Docampo R, Croft S L., Oldfield E, J. Med. Chem. 2001 44 909
3. (c) Takeuchi M, Sakamoto S, Yoshida M, Abe T, Isomura Y, Chem. Pharm. Bull. 1993 41 688
4. (d) Gittens S A., Bansal G, Zernicke R F., Uludag H, Adv. Drug Deliv. Rev. 2005 57 1011
5. (e) Kavanagh K L., Guo K, Dunford J E., Wu X, Knapp S, Ebetino F H., Rogers M J., Russel R G. G., Opermann U, Proc. Natl. Acad. Sci. U.S.A. 2006 103 7829
6. (f) Sanders J M., Gómez A O., Mao J, Meints G A., Van Brussel E M., Burzynska A, Kafarski P, Gonzáles-Pacanowska D, Oldfield E, J. Med. Chem. 2003 46 5171
7. Collinsova M, Jiracek J, Curr. Med. Chem. 2000 7 629; and references cited therein
8. Widler L, Jaeggi K A., Glatt M, Muller K, Bachmann R, Bisping M, Born A R., Cortesti R, Guiglia G, Jeker H, Klein R, Ramseier U, Schmid J, Schreiber G, Seltenmeyer Y, Green J R., J. Med. Chem. 2002 89 3721
9. Fleisch H, Breast Cancer Res. 2002 4 30
10. Kotsikorou E, Song Y, Chan J M. W., Faelens S, Tovian Z, Broderick E, Bakarala N, Docampo R, Oldfield E, J. Med. Chem. 2005 48 6128
11. Du Y, Jung K Y., Wiemer D F., Tetrahedron Lett. 2002 43 8665
12. Abdou W M., Shaddy A A., ARKIVOC 2009 (ix) 143
13. Luckman S P., Coxon F P., Ebetino F H., Russell G G., Rogers M J., J. Bone Miner. Res. 1998 13 1668
14. Kleiner H.-J, Regnat D, US 5,624,979 1997
15. Stowasser B, Budt K.-H, Jian-Qi L, Peyman A, Ruppert D, Tetrahedron Lett. 1992 33 6625
16. (a) Dreyer G B., Abdel-Meguid S S., Zhao B, Murthy K, Winborne E, Choi J W., DesJarlais R L., Minnich M D., Culp J S., Debouck C, Tomaszek T A. Jr., Meek T D., Biochemistry 1993 32 7972
17. (b) Cristau H.-J, Herve A, Virieux D, Tetrahedron 2004 60 877
18. Kaboudin B, Haruki T, Yamaghishi T, Yokomatsu T, Tetrahedron 2007 63 8199
19. Kaboudin B, Haruki T, Yamagishi T, Yokomatsu T, Synthesis 2007 3226
20. Kaboudin B, Saadati F, Tetrahedron Lett. 2009 50 1450
21. Matziari M, Georgiadis D, Dive V, Yiotakis A, Org. Lett. 2001 3 659