As far as I know, this compound(3685-23-2)Computed Properties of C7H13NO2 can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.
The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Activation of the amide group by acylation. V. Inclusion of amino acid residues into linear and cyclic peptides》. Authors are Antonov, V. K.; Agadzhanyan, Ts. E.; Telesnina, T. R.; Shemyakin, M. M..The article about the compound:cis-4-Aminocyclohexane carboxylic acidcas:3685-23-2,SMILESS:N[C@H]1CC[C@H](CC1)C(O)=O).Computed Properties of C7H13NO2. Through the article, more information about this compound (cas:3685-23-2) is conveyed.
cf. CA 63, 16255f. Dipeptides and lactams acylated at the amide-N by amino acid residues were shown to isomerize to give corresponding linear or cyclic peptides through intermediate azocyclols, which can also undergo dehydration to form acylamidines. The transannular interaction of amide groups in 9-10-membered cyclopeptides can also result in similar acylamidines; such a process takes place during mass spectrometry of cyclopeptides. N-Phthaloylglycylglycine Et ester and azidoacetyl chloride refluxed in MePh 10 hrs. gave after filtration and evaporation 46% N-azidoacetyl-N’-phthaloylglycylglycine Et ester, m. 115-16°. Similarly were prepared 36% N-azidoacetyl-N’-phthaloylglycyl-L-leucine Et ester, m. 118-19°. The former treated with 28% HBr in AcOH overnight in the cold, diluted with Et2O, and the resulting precipitate (I) treated with Et3N in tetrahydrofuran gave 70% N-phthaloylglycylglycylglycine Et ester, m. 228-9°. Similarly was prepared N-phthaloylglycylglycyl-L-leucine Et ester, m. 155-6°. I and H2O in 5 min. gave 73% 2-phthaloylaminomethyl-3-carbethoxymethyl-Δ1-imidazolin-4-one, m. 153-4°. Similarly was obtained 63% 2-phthaloylaminomethyl-3-(1-carbethoxy-3-methylbutyl)-Δ1-imidazolin-4-one, m. 117-18°. Carbobenzoxy-β-alanyl chloride and butyrolactam in Et2O were treated at 5° with Et3N to yield in 1 day at 20° 58% N-carbobenzoxy-β-alanylbutyrolactam (II), m. 94-5°. Similar reaction with valerolactam gave N-carbobenzoxy-β-alanylvalerolactam, m. 60-1°. Similarly was prepared 50% N-carbobenzoxy-β-alanylcaprolactam, m. 60-1°. II hydrogenated over Pd in Et2O gave 38% cyclo(β-alanyl-γ-aminobutyryl) (III), m. 173°, also formed from II by treatment with 27% HBr in AcOH 45 min.; HBr salt m. 119-20°. Similarly was obtained cyclo(β-alanyl-δ-aminovaleryl) (IV), m. 187°, and 61% cyclo(β-alanyl-ε-aminocaproyl) (V), m. 259°. III heated in xylene 1 hr. under azeotropic conditions of H2O removal gave 68% 1,2-trimethylene-6-oxo-1,4,5,6-tetrahydropyrimidine (IIIa), b12 152-4°. IV similarly gave 45% 1,2-tetramethylene-6-oxo-1,4,5,6-tetrahydropyrimidine (IVa), b12 160° (no reaction took place in ο-Cl2C6H4 in 4 hrs. with V). III heated with H2O 5 min. gave 80% N-[1-aza-1-cyclopenten-2-yl]-3-aminopropionic acid (VI), decomposed 186-7°. H2NCH2CH2CO2H in MeOH was treated with O-methylbutyrolactam and gave after heating 10 min. 97% VI. Similarly O-methylvalerolactam gave 95% N-[1-aza-1-cyclohexen-2-yl]-3-aminopropionic acid, m. 186°, which heated with removal of H2O in Cl2C6H4 gave 91% IVa. Similarly O-methylcaprolactam gave 93% N-[1-aza-1-cyclohepten-2-yl]-3-aminopropionic acid, m. 200-1°, which heated in Cl2C6H4 gave 12% cyclo(β-alanyl-ε-aminocapropyl) and 80% 1,2-pentamethylene-6-oxo-1,4,5,6-tetrahydropyrimidine, b10 185-90°, m. 35°. Heating VI in xylene with removal of H2O gave IIIa. The latter kept with H2O 2 days gave VI, while H2O-Ag2O gave 32% VI and 54% cyclo(β-alanyl-γ-aminobutyryl). The above analogs of VI reacted similarly.
As far as I know, this compound(3685-23-2)Computed Properties of C7H13NO2 can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.
Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate