(1R,2S,5S)-6,6-Dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic Acid Methyl Ester Hydrochloride

• CAT Number: R052934
• CAS Number: 565456-77-1
• Molecular Formula: C9H16ClNO2
• Molecular Weight: 205.68
• Purity: ≥95%
• Synonyms: Methyl (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate Hydrochloride
• Storage: -20°C
• IUPAC Name: methyl (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate;hydrochloride
• InChI: InChI=1S/C9H15NO2.ClH/c1-9(2)5-4-10-7(6(5)9)8(11)12-3;/h5-7,10H,4H2,1-3H3;1H/t5-,6-,7-;/m0./s1
• InChIKey: FKVUDBWXNAFSPB-MKXDVQRUSA-N
• SMILES: CC1(C2C1C(NC2)C(=O)OC)C.Cl

(1R,2S,5S)-6,6-Dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid methyl ester hydrochloride(CAT: R052934) is a chiral, bicyclic amino acid derivative commonly used as a synthetic intermediate in pharmaceutical research. Its rigid azabicyclo[3.1.0]hexane scaffold imparts conformational constraint, enhancing receptor selectivity and metabolic stability in drug design. The hydrochloride salt form improves solubility and handling, while the methyl ester facilitates coupling in peptide and small-molecule synthesis. This compound is particularly valuable in the development of CNS-active agents and enzyme inhibitors.

Reference

1.Nair, Latha G., et al. "Towards the second generation of Boceprevir: Dithianes as an alternative P2 substituent for 2, 2-dimethyl cycloproyl proline in HCV NS3 protease inhibitors." Bioorganic & Medicinal Chemistry Letters 20.5 (2010): 1689-1692.