| Identification | Back Directory | [Name]
EthanediaMide iMpurity A | [CAS]
1210348-34-7 | [Synonyms]
Edoxaban-1
Edoxaban Intermediate II
2EthanediaMide iMpurity A
(1S,2R,4S)-2-[(tert-Butoxyc
Edoxaban Impurity 15 Oxalate
EthanediaMide iMpurity A/Edoxaban Intermediate II
tert-butyl N-[(1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl]carbamate
tert-Butyl ((1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl)carbamate oxalate
(2-Azido-5-diMethylcarbaMoyl-cyclohexyl)-carbaMic acid tert-butyl esteroxalic acid
tert-butyl N-[(1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl]carbamate oxalate
Tert-Butyl(1R,2S,5S)-2-azido-5-[(diMethylaMino)carbonyl]cyclohexylcarbaMate oxalate
tert-butyl ((1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl)carbamate oxalic acid
oxalic acid tert-butyl N-[(1R,2S,5S)-2-aMino-5-(diMethylcarbaMoyl)cyclohexyl]carbaMate
tert-Butyl [(1R,2S,5S)-2-aMino-5-[(diMethylaMino)carbonyl]cyclohexyl]carbaMate oxalate
Tert-Butyl(1R,2S,5S)-2-azido-5-[(diMethylaMino)carbonyl]cyclohexylcarbaMate oxalic acid
Tert-butyl(1R, 2S, 5S)-2-amino-5-((dimethylamino)carbonyl)cyclohexylcarbamate oxalic acid
(1S,2R,4S)-2-[(tert-Butoxycarbonyl)Amino ]-4-[( dimethylamino)carbonyl]-
cyclohexyl ammonia oxalate
tert-Butyl [(1R,2S,5S)-2-aMino-5-[(diMethylaMino)carbonyl]cyclohexyl]carbaMate oxalate(for Edoxaban)
tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate oxalate(For export only)
N-[(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]-Carbamic acid, 1,1-dimethylethyl ester, ethanedioate (1:1) | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C16H27N5O7 | [MDL Number]
MFCD28501698 | [MOL File]
1210348-34-7.mol | [Molecular Weight]
401.415 |
| Chemical Properties | Back Directory | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White | [InChI]
InChI=1/C14H27N3O3.C2H2O4/c1-14(2,3)20-13(19)16-11-8-9(6-7-10(11)15)12(18)17(4)5;3-1(4)2(5)6/h9-11H,6-8,15H2,1-5H3,(H,16,19);(H,3,4)(H,5,6)/t9-,10-,11+;/s3 | [InChIKey]
IERZZGXDUZIMSC-FPTARDKGNA-N | [SMILES]
C(=O)(O)C(=O)O.N([C@H]1[C@H](CC[C@H](C(=O)N(C)C)C1)N)C(=O)OC(C)(C)C |&1:7,8,11,r| | [CAS DataBase Reference]
1210348-34-7 |
| Hazard Information | Back Directory | [Uses]
tert-Butyl [(1R,2S,5S)-2-Amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate Oxalate is a starting material and useful building block of various pharmaceuticals. | [Synthesis]
Tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate oxalate is prepared by the reaction of benzyl N-[(1S,2R,4S)-2-{[(tert-butoxy)carbonyl]amino}-4-(dimethylcarbamoyl)cyclohexyl]carbamate and Oxalic Acid. The steps are as follows:
Pd-C (230 mg) was added to a solution (35 mL) of benzyl t-butyl{(1S,2R,4S)-4-[(dimethylamino)carbonyl]cyclohexan-1,2-diyl}biscarbamate (2.3 g) in ethanol, and the mixture was stirred in a hydrogen atmosphere for 16 hours. Pd-C was removed by filtration, and the filtrate was concentrated under reduced pressure. Ethyl acetate (20 mL) and anhydrous oxalic acid (493.6 mg) were added to the residue, followed by stirring at room temperature for 17 hours. The formed crystals were recovered by filtration, to thereby yield 1.93 g of the Tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate oxalate.
![tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate oxalate synthesis](/NewsImg/2023-12-21/6383876407962529631946858.png "tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamate oxalate synthesis") |
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