503066-44-2

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 163810-26-2 (4R)-4-benzyl-3-(4-methylpentanoyl)oxazolidin-2-one 

Downstream Products

• 690674-29-4 (S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid 
• 690674-19-2 [[[(S)-2-(hydroxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]carbamic acid benzyl ester 
• 690674-34-1 (azidomethyl)[(S)-2-(benzyloxymethyl)-4-methylpentyl]diphenylsilane 
• 690674-36-3 [[[(S)-2-(benzyloxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]amine 
• 561294-36-8 (S)-2-[(S)-2-[[[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid tert-butyl ester 
• 503066-41-9 (S)-2-[(S)-2-[[diphenyl[(3-phenylpropionylamino)methyl]silanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid tert-butyl ester 
• 690674-38-5 (S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid tert-butyl ester 
• 561067-32-1 2-[[[(S)-2-(benzyloxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]-2H-isoindole-1,3-dione 
• 503066-42-0 (S)-2-[(S)-2-[[difluoro[(3-phenylpropionylamino)methyl]silanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid 
• 503066-40-8 (S)-2-[(S)-2-[[(aminomethyl)diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid tert-butyl ester 
• 503066-39-5 (S)-2-[[[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]diphenylsilanyl]methyl]-4-methylpentanoic acid 
• 503066-38-4 2-[[[(S)-2-(hydroxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]-2H-isoindole-1,3-dione 
• 561067-96-7 (S)-2-[[[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]diphenylsilanyl]methyl]-4-methylpentanal 
• 503066-37-3 (S)-[2-(benzyloxymethyl)-4-methylpentyl](chloromethyl)diphenylsilane 

Relevant academic research and scientific papers

Silanediol-based inhibitor of thermolysin

The first silanediol inhibitor of thermolysin is reported, prepared by analogy with the Grobelny/Bartlett phosphinate inhibitor. A Cbz group on nitrogen proved to be unstable to the triflic acid mediated silanediol deprotection and was replaced with a dihydrocinnamoyl group. The silanediol was prepared in high purity by hydrolysis of a difluorosilane intermediate and proved to be an effective inhibitor, differing from the phosphinate by a factor of 4 (Ki=41 nM).

A Silanediol Inhibitor of the Metalloprotease Thermolysin: Synthesis and Comparison with a Phosphinic Acid Inhibitor

A silanediol inhibitor of the metalloprotease thermolysin was prepared for comparison to a known phosphinic acid inhibitor, providing the first comparison of these second-row element based transition-state analogues. Inhibition of thermolysin by the silanediol (Ki = 41 nM) was comparable to that of the phosphinic acid (Ki = 10 nM) even though the silanediol is uncharged and thereby lacks the intrinsic Coulombic attraction of the phosphinate anion to the active-site zinc cation. This silanediol protease inhibitor is the least sterically encumbered example prepared to date and, therefore, the most prone toward polymerization. Hydrolysis of a difluorosilane intermediate to the silanediol leads cleanly to a monomeric product.