CAS:365997-33-7 (1S,3R,4R)-3-(Boc-aMino)-4-hydroxy-cyclohexanecarboxylic Acid Ethyl Ester

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CAS:365997-33-7 (1S,3R,4R)-3-(Boc-aMino)-4-hydroxy-cyclohexanecarboxylic Acid Ethyl Ester
Details
CAS No. 365997-33-7
MF  C14H25NO5
MW 287.35
Category
Edoxaban Intermediates
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Description
Name
(1S,3R,4R)-3-(Boc-aMino)-4-hydroxy-cyclohexanecarboxylic acid ethyl ester
Synonyms
Cyclohexanecarboxylic acid,3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-, ethyl ester, (1S,3R,4R)-;
Ethyl (1S,3R,4R)-3-(tert-butoxycarbonylamino)-4-hydroxycyclohexane-1-carboxylate;
(1S,3R,4R)-(+)-3-[(tert-Butyloxycarbonyl)amino]-4-hydroxycyclohexanecarboxylic acid ethyl ester; Cyclohexanecarboxylic acid,3-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester, (1S,3R,4R)-;
(1S,3R,4R)-3-(Boc-aMino)-4-hydroxy-cyclohexanecarboxylic acid ethyl ester;
Ethyl rel-(1R,3S,4S)-3-azido-4-hydroxycyclohexanecarboxylate;Edoxaban Impurity N47
CAS No.
365997-33-7
MF 
C14H25NO5
MW
287.35
Melting Point 
93 - 95°C
Boiling Point
406.6 ± 45.0 °C (Predicted)
Density
1.12 ± 0.1 g/cm³ (Predicted)
Storage Conditions
Refrigerator
Solubility
Slightly soluble in chloroform, DMSO, and ethyl acetate
Acid Dissociation Constant (pKa)
11.73 ± 0.60 (Predicted)
Morphology
Solid
Color
White to off - white
Optical Rotation
29.6° (c = 0.01g/mL, CHCl3, 20°C, 589nm)
Usage
As a key intermediate for the synthesis of the six pairs of stereoisomers of diamino cyclohexane carboxamides, it is used in the preparation of Factor Xa inhibitors. In literature and supplier data, this compound is directly labeled as an important building block for the synthesis of related inhibitors.
It appears repeatedly in the synthesis routes and impurity profiles related to edoxaban, being listed as either a synthetic intermediate or an impurity entry, which demonstrates its versatility and relevance in constructing the core scaffold of the large class of Xa inhibitor drugs.

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