128360-01-0Relevant academic research and scientific papers
Catalytic dehydrogenative N-((triisopropylsilyl)oxy)carbonyl (Tsoc) protection of amines using iPr3SiH and CO2
Tanaka,Yamamura,Nakane,Kitamura
supporting information, p. 13110 - 13112 (2015/08/18)
A versatile method has been found to catalyze the dehydrogenative N-((triisopropylsilyl)oxy)carbonyl (Tsoc) protection of amines using Pd/C, volatile iPr3SiH and CO2 gas without the liberation of any salts. A simple filtration/evaporation process facilitates the easy isolation of the product, thereby enhancing the utility of Tsoc as an amine-protecting group in organic synthesis.
The Asymmetric Synthesis of α-Amino and α-Hydrazino Acid Derivatives via The Stereoselective Amination of Chiral Enolates with Azodicarboxylate Esters.
Evans, David A.,Britton, Thomas C.,Dorow, Roberta L.,Dellaria, Joseph F.
, p. 5525 - 5540 (2007/10/02)
The utility of azodicarboxylate esters as (+)NH2 and (+)NH-NH2 synthons in highly diastereoselective reactions with chiral carboximide-derived enolates has been demonstrated.The lithium enolates derived from 4-substituted N-acyl 2-oxazolidinones were found to react with di-tert-butyl azodicarboxylate (DBAD) to afford the derived 2-hydrazido carboxylic acid derivetives in yields in excess of 90 percent.The diastereoselectivities of these reactions ranged from 97percent to greater than 99percent.The subsequent transformation of these adducts to both α-hydrazino and α-amino acids in enantiomeric purities in excess of 99percent is described.
