(R)-3-Morpholinecarboxylic acid, CAS No. 106825-81-4

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106825-81-4

Catalog No. EBD17484

CAS 106825-81-4

Name (R)-3-Morpholinecarboxylic acid

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Basic Information

Synonyms: (R)-Morpholine-3-carboxylicac Methyl-N-(methoxycarbonylmethyl)-3-sulfamoylthiophene-2-carboxylate (R)-3-Morpholinecarboxylicacid (R)-morpholine-3-carboxylicacid (3R)-morpholine-3-carboxylicacidhydrochloride 3-Morpholinecarboxylicacid,(3R) (R)-3-MorpholinecarboxylicAcidHcl (3R)-morpholine-3-carboxylicacid

Molecular Formula: C5H9NO3

Molecular Weight: 131.13

MDL Number: MFCD03426306

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(R)-3-Carboxymorpholine is a chiral morpholine derivative featuring a carboxylic acid functional group. It serves as a key chiral building block in pharmaceutical synthesis. Its structure combines the morpholine heterocycle, which is a common pharmacophore, with a handle for further chemical modification. This compound is primarily utilized as a crucial intermediate in the synthesis of various active pharmaceutical ingredients (APIs). A prominent application is its role in the production of Gefapixant (MK-7264), a P2X3 receptor antagonist developed for the treatment of refractory chronic cough. The (R)-enantiomer is essential for imparting the desired biological activity. As a bifunctional molecule containing both a secondary amine and a carboxylic acid, (R)-3-Carboxymorpholine is a versatile synthon in organic chemistry. It can participate in amide bond formation and other coupling reactions, making it valuable for constructing complex molecular architectures beyond its specific pharmaceutical applications.

Physical Properties

Boiling Point: 298.538 °C at 760 mmHg

Flash Point: 134.351 °C

Density: 1.24 g/cm3