16881-41-7

Basic information

• Product Name: L-Glutamic acid, N-[(phenylmethoxy)carbonyl]-, bis(1,1-dimethylethyl) ester
• Synonyms: 2-methylene-propanedioic acid ditert-butyl ester;di-tert-butyl-2-methylenemalonate;di-t-butyl methylenemalonate;N-Benzyloxycarbonyl-L-glutaminsaeure-di-tert.-butylester;Z-Glu(OtBu)-OtBu;di-t-butyl 2-methylenemalonate;Propanedioic acid,methylene-,bis(1,1-dimethylethyl) ester;2-methylidenemalonate;di-tert-butyl N-Cbz-L-glutamate;Di-tert-butyl methylenemalonate;Z-Glu(O-t-Bu)2;di-tert-butyl methylidenemalonate;di-tert-butyl N-[(benzyloxy)carbonyl]-L-glutamate;Z-L-Glu-(O-t-Bu)-O-t-Bu
• CAS NO: 16881-41-7
• Molecular Formula: C21H31NO6
• Molecular Weight: 393.48
• Mol File: 16881-41-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: L-Glutamic acid, N-[(phenylmethoxy)carbonyl]-, bis(1,1-dimethylethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Glutamic acid, N-[(phenylmethoxy)carbonyl]-, bis(1,1-dimethylethyl) ester(16881-41-7)
• EPA Substance Registry System: L-Glutamic acid, N-[(phenylmethoxy)carbonyl]-, bis(1,1-dimethylethyl) ester(16881-41-7)

Safety Data

• Hazardous Substances Data: 16881-41-7(Hazardous Substances Data)

Upstream product

• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 115-11-7 isobutene 
• 32677-01-3 L-glutamic acid di-tert-butyl ester hydrochloride 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 1407533-06-5 di-tert-butyl (4S)-N-[(benzyloxy)carbonyl]-4-(3-{[tert-butyl(dimethyl) silyl]oxy} propyl)-L-glutamate 
• 1407533-09-8 di-tert-butyl (4S)-4-(3-{[(4-nitrophenyl)sulfonyl]oxy}propyl)-N-trityl-L-glutamate 
• 1407533-08-7 di-tert-butyl (4S)-4-(3-hydroxypropyl)-N-trityl-L-glutamate 
• 1407533-07-6 di-tert-butyl (4S)-4-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-N-trityl-L-glutamate 
• 1407534-80-8 C₃₅H₄₄FNO₄ 
• 1407533-17-8 di-tert-butyl (4S)-4-(3-{[(2,4,6-trichlorophenyl)sulfonyl]oxy}propyl)-N-trityl-L-glutamate 
• 1407533-16-7 di-tert-butyl (4S)-4-[3-({[4-nitro-3-(trifluoromethyl)phenyl]sulfonyl}oxy)propyl]-N-trityl-L-glutamate 
• 1407533-14-5 di-tert-butyl (4S)-4-{3-[(quinolin-8-ylsulfonyl)oxy]propyl}-N-trityl-L-glutamate 
• 1407533-13-4 di-tert-butyl (4S)-4-{3-[(1-naphthylsulfonyl)oxy]propyl}-N-trityl-L-glutamate 
• 1407533-12-3 di-tert-butyl (4S)-4-{3-[(2-naphthylsulfonyl)oxy]propyl}-N-trityl-L-glutamate 
• 1407533-10-1 di-tert-butyl (4S)-4-(3-{[(3-nitrophenyl)sulfonyl]oxy}propyl)-N-trityl-L-glutamate 
• 1407533-11-2 di-tert-butyl (4S)-4-{3-[(biphenyl-4-ylsulfonyl)oxy]propyl}-N-trityl-L-glutamate 
• 133042-52-1 penta-tert-butyl <4-amino>benzoyl>-γ-L-glutamyl-γ-L-glutamyl-γ-L-glutamyl-L-glutamate 
• 133042-46-3 hexa-tert-butyl N-(4-nitrobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-γ-L-glutamyl-γ-L-glutamyl-L-glutamate 

Relevant articles and documents

Solventless mechanosynthesis of N-protected amino esters

Mechanochemical derivatizations of N- or C-protected amino acids were performed in a ball mill under solvent-free conditions. A vibrational ball mill was used for the preparation of N-protected α- and β-amino esters starting from the corresponding N-unmasked precursors via a carbamoylation reaction in the presence of di-tert-butyl dicarbonate (Boc2O), benzyl chloroformate (Z-Cl) or 9-fluorenylmethoxycarbonyl chloroformate (Fmoc-Cl). A planetary ball mill proved to be more suitable for the synthesis of amino esters from N-protected amino acids via a one-pot activation/esterification reaction in the presence of various dialkyl dicarbonates or chloroformates. The spot-to-spot reactions were straightforward, leading to the final products in reduced reaction times with improved yields and simplified work-up procedures.

Novel precursors of glutamate derivatives

This invention relates to novel precursors suitable for 18F radiolabeling of glutamate derivatives, methods for preparing such compounds and its intermediates, compositions comprising such compounds, kits comprising such compounds or compositions and methods for 18F radiolabeling of glutamate derivatives wherein the obtained 18F radiolabeled glutamate derivatives are suitable for diagnostic imaging by Positron Emission Tomography (PET) of proliferative diseases e.g. tumor in mammals.