381210-83-9

Basic information

• Product Name: 1-Imidazolidinecarboxylic acid, 5-(methyldiphenylsilyl)-3-(1-methylethyl)-, 1,1-dimethylethyl ester, (5S)-
• CAS NO: 381210-83-9
• Molecular Formula: C24H34N2O2Si
• Molecular Weight: 410.632
• Mol File: 381210-83-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-Imidazolidinecarboxylic acid, 5-(methyldiphenylsilyl)-3-(1-methylethyl)-, 1,1-dimethylethyl ester, (5S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Imidazolidinecarboxylic acid, 5-(methyldiphenylsilyl)-3-(1-methylethyl)-, 1,1-dimethylethyl ester, (5S)-(381210-83-9)
• EPA Substance Registry System: 1-Imidazolidinecarboxylic acid, 5-(methyldiphenylsilyl)-3-(1-methylethyl)-, 1,1-dimethylethyl ester, (5S)-(381210-83-9)

Safety Data

• Hazardous Substances Data: 381210-83-9(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 19522-67-9 N-isopropylethane-1,2-diamine 
• 144-79-6 chloromethyldiphenylsilane 
• 381210-80-6 3-isopropylimidazolidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 381210-88-4 (S)-[2-isopropylamino-1-(methyldiphenylsilyl)ethyl]carbamic acid tert-butyl ester 

Relevant articles and documents

Preparation of diamines by lithiation-substitution of imidazolidines and pyrimidines

The synthesis of chiral 1,2-diamines and 1,3-diamines was achieved from the unsubstituted diamines by way of N-tert-butoxycarbonyl (Boc) substituted imidazolidines (tetrahydroimidazoles) and pyrimidines (hexahydro-1,3-diazines), which were treated with sec-butyllithium to effect deprotonation a- to the N-Boc group, followed by addition of an electrophile to give substituted products that could be hydrolysed under acidic conditions to give the substituted 1,2- or 1,3-diamines. Use of the chiral ligand (-)-sparteine promoted asymmetric deprotonation of the imidazolidine substrates to give, after hydrolysis, enantiomerically enriched 1,2-diamines.