5-Chloro-2-thiophenecarboxylic acid → HCID 58826430, compound

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Reaction Steps

In analogy to example 10B, (3S,4S)-3-amino-4-methoxy-cyclopentanecarboxylic acid methyl ester was coupled with 5-chloro-2-thiophenecarboxylic acid. The epimers were separated by column chromatography (silica gel; gradient: cyclohexane→cyclohexane/EtOAc 65:35) to give (1R,3S,4S)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-4-methoxy-cyclopentanecarboxylic acid methyl ester and (1S,3S,4S)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-4-methoxy-cyclopentanecarboxylic acid methyl ester, both as off-white solids. MS: 318.0 ([M+H]+).

Provenance & Evidence