1277183-00-2

Upstream product

• 139017-02-0 (+)-4(S)-methyl-2,2-diphenyl-1-oxa-2-silacyclopentane 
• 139016-78-7 1-(2-methyl-2-propenyl) diphenylsilyl ether 

Downstream Products

• 1277183-01-3 (+)-(S)-1-(3-methoxymethoxy-2-methylpropyl)diphenylsilane 
• 1277183-02-4 (R)-N-{(1R)-1-[3-(methoxymethoxy)-2-(2S)-methylpropan-1-yl]diphenylsilyl-2-phenylethyl}(2-methylpropan-2-yl)sulfinamide 
• 727726-32-1 [(2S)-2-methyl-3-hydroxy-1-propyl][(1R)-1-(benzoylamino)-2-phenylethyl]diphenylsilane 
• 727726-52-5 (2S)-3-[[(1R)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methylpropanoic acid 
• 1449466-73-2 N-(diphenylmethylene)-1-[((S)-2-methyl-3-methoxymethoxypropyl)diphenylsilyl]methanamine 
• 1449466-74-3 [(2S)-2-methyl-3-methoxymethoxypropyl]diphenylsilanol 
• 1449466-83-4 1-[((2S)-2-methyl-3-methoxymethoxypropyl)diphenylsilyl]-2-phenyl-1-ethanamine 
• 1449466-75-4 α-[[(2S)-2-methyl-3-(methoxymethoxy)propyl]diphenylsilyl]methanamine 
• 1449466-84-5 N-[1-[[(2S)-3-hydroxy-2-methylpropyl]diphenylsilyl]-2-phenylethyl]-benzamide 

Relevant academic research and scientific papers

Alpha-amino silanes via metalated imines as an approach to the synthesis of silanediol protease inhibitors Dedicated to Paul A. Wender on the occasion of the award of the Tetrahedron Prize for Creativity in Organic Chemistry

Metalation of benzophenone imines for elaboration of the alpha-amino silane component of silanediol-based protease inhibitors allows for rapid diversification of targets. Coupling this chemistry with recently developed asymmetric hydrosilylation chemistry

Efficient, enantioselective assembly of silanediol protease inhibitors

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.