17191-43-4

Usage

Uses

Used in Pharmaceutical Industry:
1-[(benzyloxy)carbonyl]aminocyclohexanecarboxylic acid is used as a protecting group in peptide synthesis for the amino group of lysine. It is essential for the production of peptide-based drugs and bioactive compounds, ensuring the correct sequence and structure of the peptide during synthesis, which is critical for their biological activity and therapeutic efficacy.
Used in Biotechnology Industry:
In the biotechnology sector, 1-[(benzyloxy)carbonyl]aminocyclohexanecarboxylic acid serves as a key component in the synthesis of complex peptides and proteins. Its role in protecting the amino group of lysine during synthesis allows for the creation of bioactive molecules with specific functions, which can be used in various applications such as diagnostics, therapeutics, and research tools.
Used in Medicinal Chemistry:
1-[(benzyloxy)carbonyl]aminocyclohexanecarboxylic acid is utilized as a fundamental building block in the design and synthesis of new pharmaceutical agents. Its protective properties facilitate the controlled assembly of peptide sequences, which is vital for the development of innovative drugs with improved pharmacological properties and reduced side effects.
Used in Drug Development:
In the realm of drug development, 1-[(benzyloxy)carbonyl]aminocyclohexanecarboxylic acid is employed to enhance the synthesis of complex peptide and protein therapeutics. Its protective role ensures that the desired peptide sequences are synthesized without unwanted side reactions, leading to more effective and safer drugs.

InChI:InChI=1/C15H19NO4/c17-13(18)15(9-5-2-6-10-15)16-14(19)20-11-12-7-3-1-4-8-12/h1,3-4,7-8H,2,5-6,9-11H2,(H,16,19)(H,17,18)

Upstream product

• 2756-85-6 1-aminocyclohexane carboxylic acid 
• 501-53-1 benzyl chloroformate 
• 1552-92-7 ethyl cyclohexylideneacetate 
• 108-94-1 cyclohexanone 
• 932-89-8 2-cyclohexylidene ethanol 

Downstream Products

• 17191-50-3 1-(Benzyloxycarbonyl-amino)-cyclohexan-1-carbonsaeureamid 
• 144876-64-2 1-Benzyloxycarbonylamino-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester 
• 455253-68-6 Acetic acid (2S,3S)-3-[(1-benzyloxycarbonylamino-cyclohexanecarbonyl)-amino]-4-oxo-azetidin-2-yl ester 
• 561039-31-4 (R)-1-{(S)-2-[(1-Benzyloxycarbonylamino-cyclohexanecarbonyl)-amino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 842120-71-2 [1-(benzyloxycarbonylamino)cyclohexyl]carbonyl-L-proline methyl ester 
• 940868-37-1 benzyl {1-[amino(hydroxyimino)methyl]cyclohexyl}carbamate 
• 519028-34-3 2-(1-amino-cyclohexyl)-5,6-dihydroxy-pyrimidine-4-carboxylic acid 4-fluoro-benzylamide 
• 842120-72-3 [1-(benzyloxycarbonylamino)cyclohexyl]carbonyl-L-proline 
• 842120-73-4 dibenzyl [1-(benzyloxycarbonylamino)cyclohexyl]carbonyl-L-prolyl-L-glutamate 
• 144876-65-3 1-Amino-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester 
• 144876-60-8 2-(trimethylsilyl)ethyl-1-isocyanato-1-cyclohexane carboxylate 
• 144876-95-9 <10R-(10α,14β,17α)>-10-(1H-indol-3-ylmethyl)-8,11,16,19-tetraoxo-14-phenyl-7,9,12,15,18-pentaazaspiro<5,13>nonadecane-17-acetic acid 
• 144876-92-6 methyl <10R-(10α,14β,17α)>-10-(1H-indol-3-ylmethyl)-8,11,16,19-tetraoxo-14-phenyl-7,9,12,15,18-petaazaspiro<5,13>nonadecane-17-acetate 
• 144876-79-9 phenylmethyl -<2-<<3-(1H-indol-3-yl)-2-<(4-oxo-3-oxa-1-azaspiro<4.5>dec-1-en-2-yl)amino>-1-oxopropyl>amino>-1-phenylethyl>carbamate 

Relevant academic research and scientific papers

BICYCLIC COMPOUNDS AND METHODS FOR THEIR USE IN TREATING PITT HOPKINS SYNDROME

Embodiments of this invention provide compounds, compositions, methods, and uses for therapeutic diketopiperazines, including cyclic G-2-Allyl Proline and other cyclic Glycyl Proline compounds to treat Pitt Hopkins Syndrome and symptoms thereof, as well a

GLUCOPYRANOSYL DERIVATIVE AND USE THEREOF

The present invention relates to a glucopyranosyl derivative and a use thereof. In particular, the present invention relates to a glucopyranosyl derivative that is used as an inhibitor of sodium-dependent glucose transporters (SGLTs), particularly being used as an inhibitor of sodium-dependent glucose transporter-1 (SGLT1), and a pharmaceutically acceptable salt or stereoisomer thereof, further relating to a pharmaceutical composition containing the derivative. The present invention further relates to a use of the compound and a pharmaceutical composition thereof in the preparation of a drug for treating diabetes and diabetes-related diseases.

The synthesis of α,α-disubstituted α-amino acids via ichikawa rearrangement

An approach to α,α-disubstituted α-amino acids is reported. The key step is allyl cyanate-to-isocyanate rearrangement. As demonstrated, the resultant allyl isocyanates can be directly trapped with various nucleophiles, for instance, alcohols, amines, and organometallic reagents, to provide a broad range of N-functionalized allylamines. The developed method has been successfully applied in the synthesis of two bioactive peptides: 2-aminoadamantane-2-carboxylic acid derived P2X7-evoked glutamate release inhibitor and 4-amino-tetrahydropyranyl-4-carboxylic acid derived dipeptide GSK-2793660, which is currently in clinical trials as cathepsin C inhibitor for the treatment of cystic fibrosis, noncystic fibrosis bronchiectasis, ANCA-associated vasculitis and bronchiectasis.

NEUROPROTECTIVE BICYCLIC COMPOUNDS AND METHODS FOR THEIR USE IN TREATING AUTISM SPECTRUM DISORDERS AND NEURODEVELOPMENTAL DISORDERS

Embodiments of this invention provide compositions and methods for therapeutic use of diketopiperazines including cyclic G-2-Allyl Proline and other cyclic Glycyl Proline compounds to treat symptoms of Autism Spectrum Disorders and Neurodevelopmental Diso

Foldamer-mediated remote stereocontrol: >1,60 asymmetric induction

An N-terminal L-α-methylvaline dimer induces complete conformational control over the screw sense of an otherwise achiral helical peptide foldamer formed from the achiral quaternary amino acids Aib and Ac6c. The persistent right-handed screw-sense preference of the helix enables remote reactive sites to fall under the influence of the terminal chiral residues, and permits diastereoselective reactions such as alkene hydrogenation or iminium ion addition to take place with 1,16-, 1,31-, 1,46- and even 1,61-asymmetric induction. Stereochemical information may be communicated in this way over distances of up to 4 nm. Reaction at a distance: By inducing a quantitative, persistent preference for right-handed helicity, chirality at one end of an otherwise achiral helical molecule is able to control the stereoselectivity of reactions at sites located up to 60 bonds away, shattering previous records for remote stereochemical control. Copyright

Microbial enantioselective removal of the N-benzyloxycarbonyl amino protecting group

In order to deprotect N-carbobenzoxy-l-aminoacids (Cbz-AA) and related compounds, a series of microorganisms was selected from soil by enrichment cultures with Cbz-l-Glu as sole nitrogen source. A lyophilized whole-cell preparation of two Arthrobacter sp. strains grown on Cbz-Glu or Cbz-Gly exhibited a high cleavage activity. The conditions of hydrolysis have been optimized and a quantitative enantioselective deprotection of several Cbz-dl-amino acids was obtained, as well as the deprotection of N-carbamoylester derivatives of several synthetic amino compounds. The preparation of Cbz-d-allylglycine and l-allylglycine in high yield and high optical purity is described as an application of this method.

Facing the gem-dialkyl effect in enzyme inhibitor design: Preparation of homocycloleucine-based azadipeptide nitriles

A tough nut to crack: In contrast to azadipeptide nitriles containing a P2 leucine residue, the synthesis of the corresponding homocycloleucine-based inhibitors was more difficult; possibly due to the gem-dialkyl effect. A synthetic route to the first hom

CYCLIC GLYCYL-2-ALLYL PROLINE IMPROVES COGNITIVE PERFORMANCE IN IMPAIRED ANIMALS

Embodiments of this invention provide methods for therapeutic use of cyclic G-2-Allyl Proline to treat cognitive disorders as well as manufacture of medicaments including tablets, capsules, injectable solutions that are useful for treatment of such condit

Versatile synthesis of free and N-benzyloxycarbonyl-protected 2,2-disubstituted taurines

An effective and versatile method was developed to synthesize N-benzyloxycarbonyl-protected and free 2,2-disubstituted taurines. Several novel 2,2-disubstituted taurines, including aliphatic/aromatic and cyclic/acyclic derivatives, were obtained, which demonstrates the generality of this method. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

AMIDE STABILIZED HYDROXYETHYLAMINES

This invention pertains to amide and ester derivatives of hydroxyethylamine compounds that serve as effective beta-secretase inhibitors. The invention further relates to intermediates for preparation of such compounds; pharmaceutical compositions comprisi