212912-54-4

Basic information

• Product Name: 1H-Pyrrole, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(1S)-1-phenylethyl]-
• CAS NO: 212912-54-4
• Molecular Formula: C18H27NOSi
• Molecular Weight: 301.504
• Mol File: 212912-54-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(1S)-1-phenylethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(1S)-1-phenylethyl]-(212912-54-4)
• EPA Substance Registry System: 1H-Pyrrole, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(1S)-1-phenylethyl]-(212912-54-4)

Safety Data

• Hazardous Substances Data: 212912-54-4(Hazardous Substances Data)

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 332-77-4 2,5-dihydro-2,5-dimethoxyfuran 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Relevant articles and documents

Highly efficient asymmetric access to 1-azaspiro[4.4]nonane skeleton

Vinylogous Mukaiyama aldol type reaction of chiral non-racemic silyloxypyrroles followed by acidic treatment affords an efficient asymmetric access to 1-azaspiro[4.4]nonanes in high diastereoisomeric excess (up to 79%).

A new asymmetric approach towards 2-pyrrolidinones and pyrrolidines: Simple versus double stereodifferentiation

The condensation of a chiral 2-silyloxypyrrole derivative with achiral and chiral formyl cation equivalents has been studied for the first time. The methodology allows to build-up pyroglutammic aldehydes and prolinal systems with a stereocontrol from good to excellent. Whereas the chiral auxiliary residing on the pyrrole system shows an intrinsic good level of diastereoface discrimination at C-5, the combined use of a 2-methoxy-3-tosyl-oxazolidine as a chiral formylating agent allows a total stereocontrol of the condensation. A rationale for the observed stereochemical outcome is presented.