727726-52-5Relevant academic research and scientific papers
An effective total synthesis of four angiotensin-converting enzymes containing silanediols
Duong, Hoan Quoc,Sieburth, Scott McN
, p. 866 - 873 (2021/09/28)
Four angiotensin-converting enzymes (ACE) containing silanediols 1 have been synthesized successfully in 8% overall yield in 8 steps from inexpensive starting materials such as diphenyldichlorosilane 5, β-methylallylic alcohol 7 and Ellman sulfinimine 9.
Efficient, enantioselective assembly of silanediol protease inhibitors
Bo, Yingjian,Singh, Swapnil,Duong, Hoan Quoc,Cao, Cui,Sieburth, Scott McN.
, p. 1787 - 1789 (2011/06/10)
A five-step assembly of silicon-protected dipeptide mimics from commercially available reagents is described. This methodology makes silanediol protease inhibitors readily available for the first time. The sequence features asymmetric hydrosilylation, a novel reduction of a silyl ether to a silyllithium reagent, and addition of this dianion to a sulfinimine, to produce the complete inhibitor skeleton with full control of stereochemistry. Oxidation of the primary alcohol to an acid completes the synthesis.
Silanediol inhibitors of angiotensin-converting enzyme. Synthesis and evaluation of four diastereomers of Phe[Si]Ala dipeptide analogues
Kim, Jaeseung,Hewitt, Gregory,Carroll, Patrick,Sieburth, Scott Mc. N.
, p. 5781 - 5789 (2007/10/03)
Four stereoisomers of a Phe-Ala silanediol dipeptide mimic have been evaluated as inhibitors of angiotensin-converting enzyme (ACE) and compared to ketone-based inhibitors reported by Almquist et al. One stereogenic center of the isomers was derived from
Silanediol peptidomimetics. Evaluation of four diastereomeric ACE inhibitors
Kim, Jaeseung,Sieburth, Scott McN.
, p. 2853 - 2856 (2007/10/03)
Four diastereomers of a Phe-Ala peptide mimic incorporating a central silanediol group have been individually prepared and tested as inhibitors of angiotensin-converting enzyme (ACE). Three of the silanediols exhibit levels of inhibition that are similar
