1006877-01-5

Basic information

• Product Name: (R)-N-(tert-butyloxycarbonyl)-α-ethylbenzylamine
• Synonyms: (R)-N-(tert-butyloxycarbonyl)-α-ethylbenzylamine
• CAS NO: 1006877-01-5
• Molecular Weight: 235.326
• Mol File: 1006877-01-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (R)-N-(tert-butyloxycarbonyl)-α-ethylbenzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-(tert-butyloxycarbonyl)-α-ethylbenzylamine(1006877-01-5)
• EPA Substance Registry System: (R)-N-(tert-butyloxycarbonyl)-α-ethylbenzylamine(1006877-01-5)

Safety Data

• Hazardous Substances Data: 1006877-01-5(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 2941-20-0 1-phenylpropylamine 
• 557-20-0 diethylzinc 
• 177896-09-2 tert-butyl benzylidenecarbamate 
• 271600-36-3 N-[phenyl(toluene-4-sulfonyl)methyl]tert-butoxycarboxyamide 

Relevant articles and documents

New C5-alkylated indolobenzazepinones acting as inhibitors of tubulin polymerization: Cytotoxic and antitumor activities

A series of 5-alkylindolobenzazepin-7-ones was synthesized by Suzuki coupling between 3-iodoindole-2-carboxylates and the appropriate α-alkylbenzylamino α-boronic acids followed by cyclization to the lactam. Derivatives having a linear alkyl chain at C5 were found to be highly cytotoxic to KB cells with IC50 values in the 30-80 nM range. These compounds also inhibited the polymerization of tubulin with IC50's of 1-2 μM. Compound 4f ((S)-5-ethyl) showed comparable antiproliferative activities (IC50's of 30-70 nM) in a variety of cancer cell lines, cell growth being arrested at the G2/M phase. Compound 4f induced apoptosis in a dose-dependent manner in three different cancer cell lines and was shown to affect cell morphology in a manner consistent with its inhibitory action on tubulin polymerization. Using the experimental model of glioma grafted on the chick chorio-allantoic membrane, local treatment with compound 4f markedly reduced tumor progression.

Catalytic enantioselective addition of organometallic reagents to N-formylimines using monodentate phosphoramidite ligands

(Chemical Equation Presented) The asymmetric synthesis of protected amines via the copper/phosphoramidite-catalyzed addition of organozinc and organoaluminum reagents to N-acylimines, generated in situ from aromatic and aliphatic α-amidosulfones, is reported. High yields of optically active N-formyl-protected amines and enantioselectivities up to 99% were obtained. Under the reaction conditions, partial oxidation of the phosphoramidite ligand to the corresponding phosphoric amide was detected. A preliminary study on the origin and the effect on the catalytic addition reaction is presented.