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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: cis-4-Aminocyclohexane carboxylic acid( cas:3685-23-2 ) is researched.Synthetic Route of C7H13NO2.Patel, R. K.; Gisvold, Ole published the article 《The synthesis of some simple n-alkyl esters of 4-amino-1-cyclohexanecarboxylic acid》 about this compound( cas:3685-23-2 ) in Journal of the American Pharmaceutical Association (1912-1977). Keywords: ANESTHETICS; CYCLOHEXANES. Let’s learn more about this compound (cas:3685-23-2).

The following esters of cis-4-amino-1-cyclohexanecarboxylic acid were prepared by treating the crude acid chloride with the appropriate anhydrous alc. and recrystallizing the resulting ester from the alc. used in its preparation: Et, m. 193-4°, Pr, m. 184-5°, Bu, m. 174-5°, and pentyl, m. 169-70°. A preliminary test indicated that these compounds had anesthetic properties.

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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

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HPLC of Formula: 3685-23-2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Competing fragmentation processes of β-substituted propanoate ions upon collision induced dissociation. Author is Le Blanc, Luc M.; Powers, Sean W.; Grossert, J. Stuart; White, Robert L..

Rationale : When subjected to collisional activation, gas-phase carboxylate ions typically undergo decarboxylation. However, alternative fragmentation processes dominate when the carboxylate group is located within certain structural motifs. In this work, the fragmentation processes of β-substituted carboxylate ions are characterized to improve correlations between reactivity and structure. Methods : Mass spectra were collected using both ion trap and triple quadrupole mass spectrometers operating in the neg. ion mode; collision induced dissociation (CID) of ions was used to study the relationship between product ions and the structures of their precursor ions. Quantum mech. computations were performed on a full range of reaction geometries at the MP2/6-311++G(2d,p)//B3LYP/6-31++G(2d,p) level of theory. Results : For a series of β-substituted carboxylate ions, a product ion corresponding to the anion of the β-substituent was obtained upon CID. Detailed computations indicated that decarboxylative elimination and at least one other fragmentation mechanism had feasible energetics for the formation of substituent anions differing in their gas-phase basicities. Predicted energetics for anti- and synperiplanar alignments in the transition structures for decarboxylative elimination correlated with the positions of crossover points in breakdown curves acquired for conformationally constrained ions. Conclusions : The feasibility of more than one mechanism was established for the fragmentation of β-substituted propanoates. The contribution of each mechanistic pathway to the formation of the substituent anion was influenced by structural variations and conformational constraints, but mostly depended on the nature of the substituent.

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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

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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

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HPLC of Formula: 3685-23-2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Intramolecular, Intermolecular, and Heterogeneous Nonadiabatic Dissociative Electron Transfer to Peresters. Author is Antonello, Sabrina; Formaggio, Fernando; Moretto, Alessandro; Toniolo, Claudio; Maran, Flavio.

The electron transfer to peresters was studied by electrochem. means in N,N-dimethylformamide. The reduction was carried out by three independent methods: (i) heterogeneously, by using glassy carbon electrodes, (ii) homogeneously, by using electrogenerated radical anions as the donors, and (iii) intramolecularly, by using purposely synthesized donor-spacer-acceptor (D-Sp-A) systems (tert-Bu 1,3-dihydro-α,α-di-Methyl-1,3-dioxo-peroxy-2H-isoindole-2-acetate and tert-Bu cis-4-Phthalimidocyclohexanepercarboxylate). Convolution anal. of the heterogeneous data led to results in excellent agreement with the dissociative electron transfer theory. The homogeneous redox catalysis data also confirmed the reduction mechanism. The cyclic voltammetries of the D-Sp-A mols. could be simulated, leading to determination of the corresponding intramol. dissociative rate constants Anal. of the results showed that, regardless of the way by which the acceptor is reduced, the investigated dissociative electron transfers are strongly nonadiabatic and, particularly, that the exptl. rates are several orders of magnitude smaller than the adiabatic limit. A possible mechanism responsible for the observed behavior is discussed.

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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

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SDS of cas: 3685-23-2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Knoevenagel Reaction. Kinetic study of the reaction of (+)-3-methyl-cyclohexanone with malononitrile. Author is Prout, Franklin S.; Beaucaire, Victor D.; Dyrkacz, Gary R.; Koppes, William M.; Kuznicki, Robert E.; Marlewski, Theordore A.; Pienkowski, James J.; Puda, Jacqueline M..

The condensation of malononitrile with (+)-3-methylcyclohexanone produced an 80-85% yield of (-)-3-methylcyclohexylidenemalononitrile. The reaction, followed polarimetrically in aqueous alc., is kinetically second order and efficiently catalyzed by weak bases (ω-amino acids, cyclic amino acids, NH4OAc) furnishing solutions having an apparent pH 7.5-8.0. With β-alanine as catalyst, the Ea was 7.6 kcal/mole compared to 11 kcal/mole uncatalyzed. Stronger bases (Barbital, NaOAc, LOAc, KF, piperidine) effect more rapid condensation but poorer kinetics because of telomerization of malononitrile at the higher pHs.

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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

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Characterization of an inhibitory receptor in rat hippocampus. A microiontophoretic study using conformationally restricted amino acid analogs.Recommanded Product: 3685-23-2.

The inhibitory potencies of GABA [56-12-2], β-alanine [107-95-9], and glycine [56-40-6] in rat hippocampal pyramidal cells were determined and compared with those of substituted aminocyclopentane and aminocyclohexane carboxylic acids (ACPC and ACHC resp.). The order of effectiveness of the small aliphatic amino acids was GABA > β-alanine > glycine. GABA-induced inhibition was inhibited by iontophoresis of bicuculline or picrotoxin but not strychnine-HCl. The inhibitory abilities of the substituted ACPC and ACHC derivatives was a direct function of the separation of NH2 and CO2H groups in both series of cyclic amino acids. The most potent inhibition was observed when the spatial separation was similar to that of the extended GABA mol. (4.74 Å). Inhibition by (±)-cis-3-aminocyclopentanecarboxylic acid was blocked by simultaneous application of bicuculline or picrotoxin, but not by strychnine-HCl. The physiol. active conformation of GABA is probably the fully extended mol. and one dimension of the postsynaptic receptor site is probably within the range 4.2-4.8 Å.

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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

The effect of reaction temperature change on equilibrium 3685-23-2

If you want to learn more about this compound(cis-4-Aminocyclohexane carboxylic acid)Computed Properties of C7H13NO2, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(3685-23-2).

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: cis-4-Aminocyclohexane carboxylic acid( cas:3685-23-2 ) is researched.Computed Properties of C7H13NO2.Alen, Jo; De Borggraeve, Wim M.; Compernolle, Frans; Hoornaert, Georges J. published the article 《Evaluation of the β-turn-inducing properties of an analog of (amino)piperidinonecarboxylates》 about this compound( cas:3685-23-2 ) in Proceedings of ECSOC-10, International Electronic Conference on Synthetic Organic Chemistry, 10th, Nov. 1-30, 2006. Keywords: beta turn mimetic acetylamino cyclohexanecarboxamide preparation. Let’s learn more about this compound (cas:3685-23-2).

Cis-4-(Acetylamino)-N-(methyl)cyclohexanecarboxamide has been selected as all carbon ring analog of previously described 5-(amino)piperidinone-2-carboxylate systems. The potential β-turn-inducing properties of this model compound are evaluated by means of NMR anal. and mol. modeling. It was found that suitable as β-turn-inducing scaffold. Apparently, the planar lactam function in the native (amino)(oxo)piperidinecarboxylate systems is important to impose a correct conformation for β-turn induction.

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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

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HPLC of Formula: 3685-23-2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Cytotoxic T lymphocyte epitope analogues containing cis- or trans-4-aminocyclohexanecarboxylic acid residues. Author is Marastoni, Mauro; Bazzaro, Martina; Micheletti, Fabiola; Gavioli, Riccardo; Tomatis, Roberto.

In order to improve the immunotherapeutical potential of H-Cys-Leu-Gly-Gly-Leu-Leu-Thr-Met-Val-OH (CLG) peptide, an Epstein-Barr virus (EBV) subdominant epitope derived from the membrane protein LMP2, we have synthesized and tested CLG analogs containing cis- and/or trans-4-aminocyclohexanecarboxylic acid (ACCA) replacing Gly-Gly and/or Thr-Met dipeptide units. All pseudopeptides were tested for metabolic stability and for their capacity to bind HLA-A2 mols. and to sensitize target cells to lysis. All new compounds exhibited higher enzymic resistance compared to the original CLG and some trans-ACCA-derivatives were able to associate HLA-A2 and to efficiently stimulate CTL responses directed against the CLG natural epitope.

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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