200405-29-4

Upstream product

• 69901-75-3 (S)-[[(benzyloxy)carbonyl]amino](cyclohexyl)acetic acid 
• 501-53-1 benzyl chloroformate 
• 1217341-09-7 C₁₇H₂₇NO₂ 
• 1403991-13-8 C₁₆H₂₁NO₃ 
• 1070268-86-8 benzyl 1-cyclohexyl-2,2-dimethoxyethylcarbamate 
• 1072409-66-5 1-cyclohexyl-2,2-dimethoxyethylamine 

Relevant academic research and scientific papers

Resolution and absolute configuration of some a-aminoacetals: En route to enantiopure N-protected a-aminoaldehydes

The first successful resolution of rac-a-aminoacetals via diastereoisomeric salt formation with optically pure N-protected aminoacids is reported. The absolute configuration assignment of a-aminoacetal enantiomers is performed by an entirely non-racemizing chemical correlation method involving N-protection and a new efficient hydrolysis step followed by a reduction of the resulting N-protected a-aminoaldehyde intermediates. A racemization method of optically enriched a-aminoacetals is exemplified to allow valorisation of both enantiomers. Springer-Verlag 2011.

Stereoselective silver triflate-mediated iodocyclization of carbamates

Iodocyclization of carbamates involving electron-deficient olefins, (i.e. α,β-unsaturated esters) is greatly facilitated by the use of silver(l) triflate and proceeds with excellent trans ring stereoselectivity. During this process, the resultant iodides can undergo epimerization, the rate of which is solvent-dependent.