3685-23-2

Basic information

• Product Name: cis-4-Aminocyclohexanecarboxylic acid
• Synonyms: CIS-4-AMINO-1-CYCLOHEXANECARBOXYLIC ACID;CIS-4-AMINOHEXAHYDROBENZOIC ACID;CIS-4-AMINOCYCLOHEXANECARBOXYLIC ACID;CIS-4-AMINOCYCLOHEXHANECARBOXYLIC ACID;H-CIS-NH(4)CHEX-OH;4-AMINO CYCLOHEXANE-L-CARBOXYLIC ACID;AminocyclohexanecarboxylicAcid,cis-4-;cis-4-Amino-1-cyclohexanecarboxylic acid,97%
• CAS NO: 3685-23-2
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.18
• EINECS: 1312995-182-4
• Product Categories: 4-Substituted Cyclohexanecarboxylic Acids;C7;Carbonyl Compounds;Carboxylic Acids;Alicyclic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 3685-23-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 299-301 °C(lit.)
• Boiling Point: 279.993 °C at 760 mmHg
• Flash Point: 123.136 °C
• Appearance: Off-white/Powder
• Density: 9 g/cm3
• Vapor Pressure: 0.00103mmHg at 25°C
• Refractive Index: 1.503
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 4.62±0.25(Predicted)
• Water Solubility: Soluble in water
• CAS DataBase Reference: cis-4-Aminocyclohexanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: cis-4-Aminocyclohexanecarboxylic acid(3685-23-2)
• EPA Substance Registry System: cis-4-Aminocyclohexanecarboxylic acid(3685-23-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 3685-23-2(Hazardous Substances Data)

Usage

Chemical Properties

off-white powder

InChI:InChI=1/C7H13NO2/c8-6-3-1-5(2-4-6)7(9)10/h5-6H,1-4,8H2,(H,9,10)/t5-,6+

Upstream product

• 150-13-0 4-amino-benzoic acid 
• 57555-71-2 4-hydroxyimino-cyclohexanecarboxylic acid 
• 90942-89-5 ethyl 4-(hydroxyimino)cyclohexane-1-carboxylate 
• 6297-22-9 4-carbomethoxycyclohexanone 
• 38446-95-6 4-oxocyclohexanecarboxylic acid tert-butyl ester 
• 17159-79-4 ethyl 4-oxocyclohexane-1-carboxylate 

Downstream Products

• 53292-90-3 trans-4-(tert-butoxycarbonylamino)cyclohexanoic acid 
• 74196-46-6 N-phthaloyl-cis-4-aminocaclohexanecarboxylic acid 
• 1013893-43-0 C₂₉H₃₃ClN₄O₄ 
• 1272667-37-4 ((1S,4S)-4-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyl)methanol 
• 1272667-36-3 ((1S,4S)-4-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyl)methanol 
• 1272667-35-2 ((1S,4S)-4-(4-amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyl)methanol 
• 1272667-39-6 ((1S,4S)-4-(5-(3-(7-oxabicyclo[2.2.1]heptan-1-ylmethoxy)phenyl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyl)methanol 
• 1272667-38-5 (1S,4S)-4-(5-(3-(7-oxabicyclo[2.2.1]heptan-1-ylmethoxy)phenyl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexanecarbaldehyde 
• 1272667-53-4 ((1S,4S)-4-(5-(3-(7-oxabicyclo[2.2.1]heptan-1-ylmethoxy)phenyl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyl)methyl methanesulfonate 
• 1272667-52-3 5-(3-(7-oxabicyclo[2.2.1]heptan-1-ylmethoxy)phenyl)-7-((1s,4s)-4-(azidomethyl)cyclohexyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 
• 1272670-06-0 5-(3-(7-oxabtcyclo[2.2.1]heptan-1-ylmethoxy)phenyl)-7-((1S,4S)-4-(aminomethyl)cyclohexyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 
• 373391-77-6 cis-4-phthaloylaminocyclohexanecarboxylic acid tert-butyl hydroperoxide ester 
• 192189-54-1 cis-4-phthaloylaminocyclohexanecarboxylic acid methyl ester 
• 374088-22-9 {4-[3-(5-hydroxy-1H-indol-3-yl)-8-aza-bicyclo[3.2.1]oct-8-ylmethyl]-cyclohexyl}-carbamic acid tert-butyl ester 

Relevant articles and documents

Preparation method of trans 4 - (tert-butyloxycarbonylamino) cyclohexanecarboxylic acid and intermediate thereof

The invention provides a preparation method of trans 4 - (tert-butyloxycarbonylamino) cyclohexanecarboxylic acid and an intermediate thereof. The preparation method is characterized by comprising the following steps of 4 - oxocyclohexane carboxylic ester and chiral ligand reagent tert-butyl sulfinamide as a raw material, reducing amination to obtain trans -4 -tert-butyl sulfinyl sulfenamide cyclohexane carboxylic acid ester by virtue of chiral ligand reagent tert-butyl sulfinamide and 4 - 95% -oxocyclohexane carboxylic ester, and is stable in basic conditions and easy to leave under an acidic condition. Reaction conditions are mild, operation is simple and convenient, yield is high, and industrial production is easy.

NOVEL MULTIMERIC MOLECULES, A PROCESS FOR PREPARING THE SAME AND THE USE THEREOF FOR MANUFACTURING MEDICINAL DRUGS

The invention relates to a compound of the formula (I): in which k and j are independently 0 or 1, Y is a macrocycle in which the cycle includes 9 to 36 carbon atoms and is functionalised by three amino functions and by a chain for attaching the spacer arm Z via an X bond, Rc is a binding pattern with a receptor of the TNF superfamily, X is a chemical function for binding the Y group to the space arm, and Z is a bi-, tri- or tetra-functional spacer arm.

An improved preparation of 2-azabicyclo[2.2.2]octane

An improved preparative four-step synthesis to isoquinuclidine tosylate salt 4 has been demonstrated in 70% overall yield from p-aminobenzoic acid (PABA) 1. Hydrogenation of PABA 1 affords 4-aminocyclohexane carboxylic acid 2 as an 80 : 20 mixture of cis- and trans-isomers. Heating the mixture at 250°C effected epimerization and cyclization to provide the bicyclic lactam 3. Subsequent Red-A1 reduction and treatment with tosic acid furnished the desired bicyclic amine, tosylate salt 4.