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(S)-2-Methylpyrrolidine-2-Carboxylic Acid Hydrochloride is commonly used as a chiral building block in the preparation of drugs such as antihypertensive agents, anticonvulsants, and antiviral agents.
IUPAC Name: (2S)-2-methylpyrrolidine-2-carboxylic acid;hydrochloride
Isomeric SMILES: C[C@]1(CCCN1)C(=O)O.Cl
InChIKey: YWPABDPNGQMUFH-RGMNGODLSA-N
InChI: InChI=1S/C6H11NO2.ClH/c1-6(5(8)9)3-2-4-7-6;/h7H,2-4H2,1H3,(H,8,9);1H/t6-;/m0./s1
The synthesis of daridorexant is described in Scheme 7, using (S)-2-methylpyrrolidine-2-carboxylic acid hydrochloride as the starting material. First, one key triazole intermediate 49 is prepared via a Cu-catalyzed cross-coupling reaction of 2-iodo-5-methoxybenzoic acid and 2H-1,2,3-triazole. On the other hand, the amino group of (S)-2-methylpyrrolidine-2-carboxylic acid is protected by tert-butyloxy carbonyl (Boc) in the presence of trimethylamine.
… 3-amine (5) followed by displacement at C-2 position with (S)-2-methylpyrrolidine-2-carboxylic acid gave the corresponding carboxylic acid 7 in two steps with 65% yield. The carboxylic …
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