109214-70-2

Upstream product

• 77612-29-4 cis-2-ethyloxycarbonylamino-1-cyclohexanecarboxylic acid 
• 109087-15-2 cis-2-hydroxymethylcyclohexylamine 
• 100-52-7 benzaldehyde 
• 54867-08-2 cis-2-(benzyloxycarbonylamino)cyclohexanecarboxylic acid 
• 5691-20-3 (1RS,2SR)-2-aminocyclohexanecarboxylic acid 
• 61936-37-6 (+/-)-cis-2-formylamino-cyclohexanecarboxylic acid 

Downstream Products

• 109087-18-5 ((1R,2S)-2-{[1-Phenyl-meth-(E)-ylidene]-amino}-cyclohexyl)-methanol 
• 71581-92-5 (+/-)-cis-N-Benzyl-2-(hydroxymethyl)cyclohexylamine 
• 77612-22-7 Z-N-benzyl-2-p-nitrophenyl-4,5-tetramethylenetetrahydro-1,3-oxazines 

Relevant academic research and scientific papers

Formation of 3,1-Perhydrobenzoxazines and their N-Methyl Derivatives. The Effects of Epimerization and Temperature

The cyclization reactions of p-nitrobenzaldehyde with cis- and trans-2-hydroxy-methylcyclohexylamine and of their N-methyl derivatives have been studied by 1H NMR spectroscopy in CDCl3 solution.Time-dependent spectra confirmed that the reactions with both cyclohexylamines proceeded via open-chain intermediates whereas those with the N-methyl derivatives showed no signs of such intermediates.In all but one case the thermodynamically more stable 3,1-perhydrobenzoxazine epimer was also the kinetically favoured product.The effects of temperature and the presence of the minor epimer on the ring-chain tautomeric equilibria are also discussed.

Ring-Chain Tautomerism in 1,3-Oxazines

A comparative study on the ring-chain tautomerism of 49 2-(substituted-phenyl) tetrahydro-1,3-oxazines of seven different types, namely, tetrahydro-1,3-oxazines 3,r-8a,c-2,c-4a- and r-8a,c-2,t-4a-1,3-perhydrobenzoxazines 5 and 7,r-8a,c-2,c-4- and r-8a,c-2,t-4a-1,3-perhydrobenzoxazines 9 and 11, 3,4-dihydro-2H-1,3-benzoxazines 12, and 1,2-dihydro-4H-3,1-benzoxazines 13, pointed out that in all cases the equilibria can be described with a simple equation, log Kx = (0.76 +/- 0.04)?+ + logKX=H where Kx = /(X/H).A factor c illustrating the sum of ster ic and electronic effects of substituents at C-4,C-5, and C-6 has also been introduced

STEREOCHEMICAL STUDIES XXXVIII SATURATED HETEROCYCLES, XIV; SYNTHESIS AND CONFORMATIONAL ANALYSIS OF STEREOISOMERIC CIS- AND TRANS-TETRAMETHYLENETETRAHYDRO-N-METHYL- AND -N-BENZYL-1,3-OXAZINES

Cis and trans-2-methylaminomethyl- and -benzylaminomethyl-1-cyclohexanol (1-4), as well as cis- and trans-2-hydroxymethyl-1-methylamino- and -benzylamino-cyclohexane (5-8) were allowed to react with p-nitrobenzaldehyde to yield 2-p-nitrophenyl-3-methyl- a