The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: cis-4-Aminocyclohexane carboxylic acid(SMILESS: N[C@H]1CC[C@H](CC1)C(O)=O,cas:3685-23-2) is researched.Name: 2-Bromo-6-methylphenol. The article 《Synthesis of di- and tripeptides containing 4-aminocyclohexanecarboxylic acid》 in relation to this compound, is published in Journal of Organic Chemistry. Let’s take a look at the latest research on this compound (cas:3685-23-2).
Amino acid derivatives were coupled to cis- and trans-4-aminocyclohexanecarboxylic acid with diethylphosphoryl cyanide as coupling reagent. Treatment of trans-I (R = Me3CO2C, R1 = OH) with diethylphosphoryl cyanide, followed by condensation with L-valine Me ester gave trans I (R = Me3CO2C, R1 = Val-OMe) (II). Deprotection and coupling of II with N-tert-butoxycarbonyl-L-alanine gave trans-I (R = Me3CO2C-Ala-, R1 = Val-OMe). Similar transformations were effected with cis-I (R = Me3CO2C, R1 = OH). Other coupling procedures investigated were the carbodiimide, p-nitrophenyl active ester, and sym. anhydride methods, which were less satisfactory for coupling to cyclohexane amino acids.
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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