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tert-butyl (1R,2S,5S)-2-aMino-5-(diMethylcarbaMoyl)cyclohexylcarbaMate

tert-butyl (1R,2S,5S)-2-aMino-5-(diMethylcarbaMoyl)cyclohexylcarbaMate Structure
CAS No.
365998-36-3
Chemical Name:
tert-butyl (1R,2S,5S)-2-aMino-5-(diMethylcarbaMoyl)cyclohexylcarbaMate
Synonyms
CarbaMic acid, N-[(1R,2S,5S)-2-aMino-5-[(diMethylaMino)carbonyl]cyclohexyl]-, 1,1-diMethylethyl ester;Edoxaban INTERMEDIATES Ⅰ;tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate;(1S,2R,4S)-N2-(tert-butoxycarbonyl)-4-(N,N-dimethylcarbamoyl)-1,2-cyclohexanediamine;D-1315;(5H-Pyrrolo[3;Edoxaban Impurity 47;Paracetamol Impurity 27;InterMediate of Edoxaban;Edoxaban INTERMEDIATES Ⅲ
CBNumber:
CB02652836
Molecular Formula:
C14H27N3O3
Molecular Weight:
285.38
MOL File:
365998-36-3.mol
MSDS File:
SDS
Modify Date:
2023/12/21 13:37:30

tert-butyl (1R,2S,5S)-2-aMino-5-(diMethylcarbaMoyl)cyclohexylcarbaMate Properties

Boiling point 434.4±45.0 °C(Predicted)
Density 1.09±0.1 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
form Solid
pka 11.90±0.60(Predicted)
CAS DataBase Reference 365998-36-3

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501

tert-butyl (1R,2S,5S)-2-aMino-5-(diMethylcarbaMoyl)cyclohexylcarbaMate Chemical Properties,Uses,Production

Description

Tert-butyl (1R,2S,5S)-2-aMino-5-(diMethylcarbaMoyl)cyclohexylcarbaMate is a pharmaceutical intermediate compound used in the preparation of Edoxaban. Edoxaban is an oral anticoagulant drug used for the treatment of strokes due to blood clots, thrombosis, heart disease and cirrhosis of the liver.

Uses

Tert-butyl(1R,2S,5S)-2-aMino-5-(diMethylcarbaMoyl)cyclohexylcarbaMate is an organic synthesis intermediates and pharmaceutical intermediates, which can be used in laboratory research and development processes and chemical and pharmaceutical synthesis processes. It is a reagent used in the synthesis of cis-1,2-diaminocyclohexane derivative. It is also mainly used as raw material to synthesize reversible factor Xa inhibitor drug edoxaban[1]. The drug has been approved by the U.S. Food and Drug Administration as a direct oral anticoagulant and is the fourth direct oral anticoagulant approved for clinical use[2-3].

Referance:[1] Frantisek Nehaj, Juraj Sokol, Jela Ivankova, Michal Mokan, Marian Mokan, Jan Stasko, Edoxaban affects TRAP-dependent platelet aggregation, Journal of Thrombosis and Thrombolysis, 2020, 49, 578-583.
[2] Juraj Sokol, Frantisek Nehaj, Jela Ivankova, Michal Mokan, Lenka Lisa, Jana Zolkova, Lubica Vadelova, Marian Mokan, Jan Stasko, Impact of Edoxaban on Thrombin-Dependent Platelet Aggregation,Clinical and Applied Thrombosis/Hemostasis, 2020.
[3] Mara Poulakos, Jacqueline N Walker, Umima Baig, Tosin David, Edoxaban: A direct oral anticoagulant, American Journal of Health-System Pharmacy, 2017,74, 117–129.

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Edoxaban INTERMEDIATES Ⅱ Edoxaban INTERMEDIATES Ⅲ InterMediate of Edoxaban Tert-Butyl [(1R,2S,5S)-2-aMino-5-[(diMethylaMino)carbonyl]cyclohexyl]carbaMate(for Edoxaban) Carbamic acid, N-[(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]-, 1,1-dimethylethyl ester, ethanedioate (1:1) N-[(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl] -, 1,1-dimethylethyl ester D-1315 (5H-Pyrrolo[3,4-d]thiazole-5-carboxylic acid,2-[[[(1R,2S,5S)-2-[[(5-chloro-1H-indol-2-yl)carbonyl]aMino]-5-[(diMethylaMino)carbonyl]cyclohexyl]aMino]carbonyl]-4,6-dihydro-,1,1-diMethylethyl ester Carbamic acid, N-[(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]-, 1,1-dimethylethyl este (5H-Pyrrolo[3,4-d]thiazole-5-carboxylic acid,2-[[[(1R,2S,5S)-2-[[(5-chloro-1H-indol-2-yl)carbonyl]aMino]-5-[(diMethylaMino)carbonyl]cyclohexyl]aMino]c N-[(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamic acid 1,1-dimethylethyl ester (5H-Pyrrolo[3,4-d]thiazole-5-carboxylic acid,2-[[[(1R,2S,5S)-2-[[(5-chloro-1H-indol-2-yl)carbonyl]aMino]-5-[(diMethylaMino)carbonyl]cyclohexyl]aMino]carbonyl]-4,6-dihydro-,1,1-diMethylethyl esterChemicalBook (5H-Pyrrolo[3 4-d]thiazole-5-carboxylic acid 5S)-2-[[(5-chloro-1H-indol-2-yl)carbonyl]aMino]-5-[(diMethylaMino)carbonyl]cyclohexyl]aMino]carbonyl]-4 Carbamic acid,[(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]-,1,1-dimethylethyl ester [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate ert-butylN-[(1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl]carbamate (5H-Pyrrolo[3,4-d]thiazole-5-carboxylic acid,2-[[[(1R,2S,5S)-2-[[(5-chloro-1H-indol-2-yl)carbonyl]aMino]-5-[(diMethylaMino)carbonyl]cyclohexyl]aMino]carbonyl]-4,6-dihydro-,1,1-diMethylethyl este Edoxaban Impurity 47 Carbamic acid,[(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl... Edoxaban INTERMEDIATES Ⅰ tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate (1S,2R,4S)-N2-(tert-butoxycarbonyl)-4-(N,N-dimethylcarbamoyl)-1,2-cyclohexanediamine CarbaMic acid, N-[(1R,2S,5S)-2-aMino-5-[(diMethylaMino)carbonyl]cyclohexyl]-, 1,1-diMethylethyl ester (1R,2S,5S)-2-amino-5-[(dimethylamino) carbonyl]cyclohexyl]-,1,1-dimethylethy l ester tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate ethanedioate tert-butyl (1R,2S,5S)-5-(dimethylcarbamoyl)-2-aminocyclohexylcarbamate Edoxaban Impurity 29 Monomer Paracetamol Impurity 27 tert-butyl (1R,2S,5S)-2-aMino-5-(diMethylcarbaMoyl)cyclohexylcarbaMate 365998-36-3 1243308-37-7