trans-N-Boc-1,4-cyclohexanediamine

Base Information

• Chemical Name: trans-N-Boc-1,4-cyclohexanediamine
• CAS No.: 177906-48-8
• Molecular Formula: C11H22N2O2
• Molecular Weight: 214.308
• Hs Code.: 2924299090
• European Community (EC) Number: 606-334-9,689-057-6,803-541-8
• DSSTox Substance ID: DTXSID40939007
• Nikkaji Number: J2.914.073A
• Mol file: 177906-48-8.mol

Synonyms:177906-48-8;247570-24-7;trans-N-Boc-1,4-cyclohexanediamine;195314-59-1;1-N-BOC-CIS-1,4-CYCLOHEXYLDIAMINE;N-Boc-trans-1,4-cyclohexanediamine;N-Boc-1,4-cyclohexanediamine;tert-Butyl (4-aminocyclohexyl)carbamate;Tert-butyl N-(4-aminocyclohexyl)carbamate;tert-Butyl (cis-4-aminocyclohexyl)carbamate;tert-Butyl 4-aminocyclohexylcarbamate;trans-(4-Amino-cyclohexyl)-carbamic acid tert-butyl ester;cis tert-Butyl 4-aminocyclohexylcarbamate;cis-N-Boc-1,4-cyclohexanediamine;tert-butyl (trans-4-aminocyclohexyl)carbamate;tert-butyl cis-4-aminocyclohexylcarbamate;tert-butyl (1r,4r)-4-aminocyclohexylcarbamate;MFCD03844604;tert-butyl ((1r,4r)-4-aminocyclohexyl)carbamate;tert-Butyl ((1s,4s)-4-aminocyclohexyl)carbamate;tert-butyl(4-aminocyclohexyl)carbamate;tert-butyl N-[(1s,4s)-4-aminocyclohexyl]carbamate;cis-tert-butyl 4-aminocyclohexylcarbamate;tert-butyl trans-N-(4-aminocyclohexyl)carbamate;tert-butyl N-[(1r,4r)-4-aminocyclohexyl]carbamate;MFCD01076211;MFCD03001719;cis-4-((tert-Butoxycarbonyl)amino)cyclohexane-1-amine;TERT-BUTYL (1S,4S)-4-AMINOCYCLOHEXYLCARBAMATE;Trans-N-BOC-1,4-CYCLOHEXANEDIAMINE-HCl;Carbamic acid, (4-aminocyclohexyl)-, 1,1-dimethylethyl ester;Carbamic acid, (cis-4-aminocyclohexyl)-, 1,1-dimethylethyl ester;Carbamic acid, (trans-4-aminocyclohexyl)-, 1,1-dimethylethyl ester;TERT-BUTYL TRANS-4-AMINOCYCLOHEXYLCARBAMATE;trans-1-(Boc-amino)cyclohexan-4-amine;Cis-N-Boc-cyclohexane-1,4-diamine;tert-Butyl (4-aminocyclohexyl)carbamate, AldrichCPR;tert-butyl(cis-4-aminocyclohexyl)carbamate;SCHEMBL34622;SCHEMBL279939;SCHEMBL530681;SCHEMBL8352867;cis-(4-Amino-cyclohexyl)-carbamic acid tert-butyl ester;SCHEMBL13973508;AMY4329;DTXSID40939007;FEYLUKDSKVSMSZ-DTORHVGOSA-N;FEYLUKDSKVSMSZ-KYZUINATSA-N;FEYLUKDSKVSMSZ-UHFFFAOYSA-N;1-(Boc-amino)-4-aminocyclohexane;BCP14785;BCP17068;BCP29360;CS-B0868;trans-N-Boc-1,4-diaminocyclohexane;Carbamic acid, N-(trans-4-aminocyclohexyl)-, 1,1-dimethylethyl ester;tert-butyl-4-aminocyclohexylcarbamate;N-Boc-trans-cyclohexane-1,4-diamine;AKOS000163720;AKOS015836495;AKOS015841320;AM62617;cis-4-(BOC-amino)cyclohexane-1-amine;CS-W004642;CS-W009080;PS-5887;SB34325;SS-4753;4-(t-Butoxycarbonylamino)cyclohexylamine;cis tert-butyl-4-aminocyclohexylcarbamate;t-Butyl (cis-4-aminocyclohexyl)carbamate;tert-butyl-cis-4-aminocyclohexylcarbamate;AC-31914;BL002444;DS-11221;SY009258;SY019026;SY019966;tert-butyl cis-4-aminocyclohexanecarbamate;tert.butyl-cis-4-aminocyclohexanecarbamate;tert-Butyl (4-amino-cyclohexyl)-carbamate;tert-butyl N-(4-azanylcyclohexyl)carbamate;Trans-1-(N-BocAMino)-4-AMinocyclohexane;trans-tert-butyl 4-aminocyclohexylcarbamate;trans-tert-butyl-4-aminocyclohexylcarbamate;tert-butyl cis-4-amino-cyclo-hexylcarbamate;tert-butyl-(cis-4-aminocyclohexyl)carbamate;tert.-butyl-cis-4-aminocyclohexanecarbamate;1-tert-butoxycarbonylamino-4-aminocyclohexane;AM20070531;FT-0643826;FT-0648155;FT-0656400;tert-butyl trans-4-aminocyclo-hexylcarbamate;tert-butyl(trans)-4-aminocyclohexylcarbamate;tert-butyl(trans-4-aminocyclohexyl)carbamate;tran s-tert-butyl-4-aminocyclohexylcarbamate;trans-N-Boc-1 pound not4-cyclohexanediamine;trans-tert-butyl 4-amino-cyclohexylcarbamate;EN300-82842;tert-butyl ((cis)-4-aminocyclohexyl)carbamate;Tert-butyl (trans)-4-aminocyclohexylcarbamate;tert-butyl cis-(4-amino-cyclohexyl)-carbamate;trans-tert-Butyl (4-aminocyclohexyl)carbamate;4-Aminocyclohexylcarbamic acid tert-butyl ester;A26797;cis-Cyclohexane-1,4-diamine, N-BOC protected;EN300-208297;EN300-358974;tert-butyl N-(trans-4-aminocyclohexyl)carbamate;tert-butyl trans-(4-aminocyclohexyl)-carbamate;1-N-Boc-cis-1,4-cyclohexyldiamine, AldrichCPR;cis-4-(N-tert-butoxycarbonylamino)cyclohexylamine;N-Boc-trans-1,4-cyclohexanediamine, AldrichCPR;tert-butyl trans-(4-amino-cyclohexyl)-carbamate;Trans-4-tert-butoxycarbonylamino-aminocyclohexane;(4-Amino-cyclohexyl)-carbamic acid t-butyl ester;(4-aminocyclohexyl)-carbamic acid tert-butyl ester;(4-aminocyclohexyl)carbamic acid tert-butyl ester;A817478;N-tert-butoxycarbonyl-trans-1,4-cyclohexanediamine;(4-amino-cyclohexyl)-carbamic acid tert-butyl ester;cis-N-(tert-butoxycarbonyl)-1,4-cyclohexanediamine;J-504378;N-(4-aminocyclohexyl)carbamic acid tert-butyl ester;N-tert-butoxycarbonyl-trans-1,4-cyclohexane-diamine;Q-103232;Q-103235;tert-Butyl hydrogen (4-aminocyclohexyl)carbonimidate;trans-4-(N-tert-butoxycarbonylamino)cyclohexylamine;1,1-dimethylethyl (trans-4-aminocyclohexyl)carbamate;trans-N-(tert-butoxycarbonyl)-1,4-cyclohexanediamine;(cis-4-amino-cyclohexyl)-carbamic acid tert-butyl ester;(trans4-amino-cyclohexyl)-carbamic acid tert-butyl ester;trans-(4-aminocyclohexyl)-carbamic acid tert.butyl ester;Z1741970890;(4-aminocyclohexyl)-carbamic acid, 1,1-dimethylethyl ester;(trans-4-amino-cyclohexyl)-carbamic acid tert-butyl ester;N-(trans-4-aminocyclohexyl)-carbamic acid tert-butyl ester;(trans)-(4-amino-cyclohexyl)-carbamic acid tert-butyl ester;(+/-)-(cis)-(4-amino-cyclohexyl)-carbamic acid tert-butyl ester;N-(trans-4-aminocyclohexyl)-carbamic acid 1,1-dimethylethyl ester;tert-butyl 1,4-diaminocyclohexylcarbamate;N-Boc-1,4-Cyclohexanediamine

Chemical Property of trans-N-Boc-1,4-cyclohexanediamine

Chemical Property:

• Refractive Index: 1.488
• Boiling Point: 322.073 °C at 760 mmHg
• PKA: 12.44±0.40(Predicted)
• Flash Point: 148.585 °C
• PSA: 64.35000
• Density: 1.029 g/cm³
• LogP: 2.87220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.168127949
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Boc-trans-1,4-cyclohexanediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCC(CC1)N
• Uses: trans-N-Boc-1,4-cyclohexanediamine is used in the preparation of orally bioavailable and selective V1A receptor antagonist. trans-4-(Boc-amino)cyclohexylamine is used in the preparation of orally bioavailable and selective V1A receptor antagonist.

Technology Process of trans-N-Boc-1,4-cyclohexanediamine

There total 7 articles about trans-N-Boc-1,4-cyclohexanediamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.8%

C24H30N2O2 → trans-N-Boc-1,4-cyclohexanediamine (177906-48-8)

Guidance literature:

With ethanol; boron trifluoride diethyl etherate; at 55 - 60 ℃; for 10h; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield: 86.0%

di-tert-butyl dicarbonate (24424-99-5) + trans-1,4-cyclohexyldiamine (2615-25-0) → trans-N-Boc-1,4-cyclohexanediamine (177906-48-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/asia.200900362

Reference yield: 83.2%

t-butoxycarbonylhydrazine (870-46-2) + trans-1,4-cyclohexyldiamine (2615-25-0) → trans-N-Boc-1,4-cyclohexanediamine (177906-48-8) + (4-tert-butoxycarbonylamino-cyclohexyl)-carbamic acid tert-butyl ester

Guidance literature:

With dihydrogen peroxide; copper(ll) bromide; In tert-butyl alcohol; at 10 - 15 ℃; for 8h; Inert atmosphere;

upstream raw materials:

di-tert-butyl dicarbonate

trans-1,4-cyclohexyldiamine

t-butoxycarbonylhydrazine

Downstream raw materials:

trans-4-amino-1-diethylamino-cyclohexane

tert-butyl ((1r,4r)-4-((2-nitrophenyl)amino)cyclohexyl)carbamate

N-tert-butoxycarbonyl trans-4-(1-pyrrolidinyl)cyclohexyl-amine

cyclohexylamine

Refernces

• 1、 -. "Preparation method of N-Boc-trans-1,4-cyclohexanediamine". . . Retrieved 2021/06/06.
• 2、 -. "Substituted-3H-imidazo[4,5-c]pyridine and 1H-pyrrolo[2,3-c]pyridine series of novel Ectonucleotide Pyrophosphatase/Phosphodiesterase-1 (ENPP1) and Stimulator for Interferon Genes (STING) modulators as cancer immunotherapeutics". Paragraph 0417-0418. . Retrieved 2020/02/19.