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Name
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(1S,3R,4R)-3-(Boc-aMino)-4-hydroxy-cyclohexanecarboxylic acid ethyl ester
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Synonyms
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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 |
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CAS No.
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365997-33-7
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MF
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C14H25NO5
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MW
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287.35
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Melting Point
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93 - 95°C
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Boiling Point
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406.6 ± 45.0 °C (Predicted)
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Density
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1.12 ± 0.1 g/cm³ (Predicted)
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Storage Conditions
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Refrigerator
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Solubility
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Slightly soluble in chloroform, DMSO, and ethyl acetate
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Acid Dissociation Constant (pKa)
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11.73 ± 0.60 (Predicted)
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Morphology
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Solid
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Color
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White to off - white
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Optical Rotation
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29.6° (c = 0.01g/mL, CHCl3, 20°C, 589nm)
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Usage
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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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