177906-48-8

Basic information

• Product Name: TRANS-N-BOC-1,4-CYCLOHEXANEDIAMINE
• Synonyms: N-Boc-transcyclohexanediamine;tert-butyl (1r,4r)-4-aminocyclohexylcarbamate;tert-Butyl (trans-4-aminocyclohex-1-yl)carbamate, trans-1,4-Diaminocyclohexane, N-BOC protected;trans-Cyclohexane-1,4-diamine, N-BOC protected;rel-tert-butyl N-[(1R,4R)-4-aMinocyclohexyl]carbaMate;trans-4-(Boc-aMino)cyclohexylaMine;Trans-1-(N-Boc AMino)-4-AMino cyclohexane;tert-butyl ((1r,4r)-4-aMinocyclohexyl)carbaMate hydrochloride
• CAS NO: 177906-48-8
• Molecular Formula: C₁₁H₂₂N₂O₂
• Molecular Weight: 214.3
• Product Categories: pharmacetical
• Mol File: 177906-48-8.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 322.073 °C at 760 mmHg
• Flash Point: 148.585 °C
• Appearance: /
• Density: 1.029 g/cm³
• Refractive Index: 1.488
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 12.44±0.40(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: TRANS-N-BOC-1,4-CYCLOHEXANEDIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-N-BOC-1,4-CYCLOHEXANEDIAMINE(177906-48-8)
• EPA Substance Registry System: TRANS-N-BOC-1,4-CYCLOHEXANEDIAMINE(177906-48-8)

Safety Data

• Hazardous Substances Data: 177906-48-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 177906-48-8 differently. You can refer to the following data:
1. trans-N-Boc-1,4-cyclohexanediamine is used in the preparation of orally bioavailable and selective V1A receptor antagonist.
2. trans-4-(Boc-amino)cyclohexylamine is used in the preparation of orally bioavailable and selective V1A receptor antagonist.

InChI:InChI=1/C11H22N2O2/c1-11(2,3)15-10(14)13-9-6-4-8(12)5-7-9/h8-9H,4-7,12H2,1-3H3,(H,13,14)/t8-,9-

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 2615-25-0 trans-1,4-cyclohexyldiamine 
• 870-46-2 t-butoxycarbonylhydrazine 

Downstream Products

• 184954-60-7 (4-Isothiocyanato-cyclohexyl)-carbamic acid tert-butyl ester 
• 289905-99-3 4-[(trans-4-t-butoxycarbonylamino-1-cyclohexyl)-carbamoyl]-2-decanoylamino-butyric acid benzyl ester 
• 412357-45-0 N-tert-butoxycarbonyl trans-4-(1-pyrrolidinyl)cyclohexyl-amine 
• 108-91-8 cyclohexylamine 
• 251947-23-6 trans-(4-methanesulfonylamino-cyclohexyl)-carbamic acid tert-butyl ester 
• 296270-92-3 tert-butyl trans-4-(Cbz-amino)cyclohexylcarbamate 
• 1286272-87-4 tert-butyl (trans)-4-(4-methoxybenzylamino)cyclohexyl carbamate 
• 1338051-12-9 tert-butyl (trans)-4-(3-chloro-N-(4-methoxybenzyl)-2,2-dimethylpropanamido)cyclohexylcarbamate 
• 1452560-50-7 tert-butyl (trans-4-((5-methylpyridin-2-yl)amino)cyclohexyl)carbamate 
• 1611482-16-6 tert-butyl ((1r,4r)-4-(3-(4-cyanophenoxy)-5-hydroxybenzamido)cyclohexyl)carbamate 
• 1611483-14-7 C₃₄H₃₆N₄O₅ 
• 1611483-15-8 C₃₄H₃₆N₄O₅ 
• 1611481-47-0 C₃₂H₃₂N₄O₅ 
• 320407-23-6 4-[[trans-4-(N-tert-butoxycarbonylamino)cyclohexyl]amino]-3-nitrobenzonitrile 

Relevant articles and documents

A practical chromatography-free synthesis of a 5,6-dihydroimidazolo[1,5-f]pteridine derivative as a polo-like kinase-1 inhibitor

A practical chromatography-free synthesis of a potent polo-like kinase-1 inhibitor possessing a unique 5,6-dihydroimidazolo[1,5-f]pteridine structure has been developed. We showed that key cyanoimidazole ring formation could be conducted at benign temperature and obtained a chiral 5,6-dihydroimidazolo[1,5-f]pteridine derivative in good yield without epimerization. An aniline derivative containing a trans 1,4-cyclohexyl diamine structure was prepared by a synthesis that makes use of defined stereocenters of commercially available trans-cyclohexane-1,4-diamine via selective piperazine ring formation from a primary diamine. A coupling reaction of the 3-chloro-5,6-dihydroimidazolo[1,5-f]pteridine derivative and the aniline derivative in the endgame was closely investigated, and good yields were achieved both by palladium-catalyzed amination and acid-promoted coupling under benign reaction conditions. As a result of these investigations, the polo-like kinase-1 inhibitor was successfully obtained in a practical way without concern for generation/separation of stereoisomers.

Preparation method of N-Boc-trans-1,4-cyclohexanediamine

The invention discloses a preparation method for synthesizing N-Boc-trans-1,4-cyclohexanediamine, and belongs to the technical field of organic synthesis. The preparation method comprises the following steps: protecting a 1-site amino group of trans-1,4-cyclohexanediamine by adopting equivalent benzophenone, and then reacting with Boc anhydride under an alkaline condition; and then reacting in an alcohol solvent under the catalysis of boron trifluoride diethyl etherate to obtain N-Boc-trans-1,4-cyclohexanediamine. According to the method, the technical defect that in literatures, a large amount of trans-1,4-cyclohexanediamine is needed to control a monosubstituted product as a main material is overcome, full utilization of the expensive main raw material trans-1,4-cyclohexanediamine is facilitated, and industrial production is facilitated.

Smooth receptor ligand

The invention relates to the technical field of biology, particularly to a smooth receptor ligand, and provides a smooth receptor ligand or an isomer prodrug, a solvate and a pharmaceutically acceptable salt thereof, wherein the structural formula of the smooth receptor ligand is A-linker-B, A is an extracellular domain ligand structure, B is a transmembrane domain ligand structure, and Linker isa linear subunit inactive to the smooth receptor. According to the novel double-end small molecule ligand for the smooth receptor, by combining the crystal structure data of the smooth receptor, a linker is introduced into the proper sites of an extracellular domain ligand and a transmembrane domain ligand to obtain brand-new double-end ligand small molecules, so that the interaction between the ligand and the receptor and the biological activity of the ligand are enhanced.