Cyclic five-membered phosphinate esters as transition state analogues for obtaining phosphohydrolase antibodies

…, K Wooler, J Lee, SD Taylor

Index: Hum, Gabriel; Wooler, Krista; Lee, Jeremy; Taylor, Scott D. Canadian Journal of Chemistry, 2000 , vol. 78, # 5 p. 642 - 655

Full Text: HTML

Citation Number: 6

Abstract

Two novel cyclic five-membered phosphinate esters (6 and 7) were synthesized and used as transition state analogues (TSAs) for raising phosphohydrolase antibodies. The key step in the syntheses was a McCormack reaction between (2-chloroethyl) dichlorophosphite and 1, 4-diphenyl-1, 3-butadiene to form isomeric cyclic phosphinyl chlorides which upon further elaboration yielded the TSAs. X-ray crystal structures of two cyclic phosphinate TSA ...

Synthesis and characterization of well-defined l-lactic acid-caprolactone co-oligomers and their rhenium (I) and technetium (I) conjugates

[Zhu, Hua; Yang, Zhi; Li, Nan; Wang, Xue-Juan; Wang, Feng; Su, Hua; Xie, Qing; Zhang, Yan; Ma, Yun-Xia; Lin, Bao-He Journal of Organometallic Chemistry, 2012 , vol. 716, p. 95 - 102]

Bridging of macrodithionolactones to bicyclic systems. Synthesis and modeling of oxapolycyclic frameworks

[Nicolaou; Hwang; Marron; DeFrees; Couladouros; Abe; Carroll; Snyder Journal of the American Chemical Society, 1990 , vol. 112, # 8 p. 3040 - 3054]

Synthesis of 9-substituted carbacyclin analogs

[Aristoff, Paul A.; Johnson, Paul D.; Harrison, Allen W. Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5341 - 5348]