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Name
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4-((2S,4S)-4-ethoxy-1-((tert-butoxycarbonyl-5-methoxy-7-methyl-1H-indol-4-yl)methyl)piperidin-2-yl)benzoicacid
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Synonyms
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4 - ((2S,4S) - 4 - ethoxy - 1 - ((tert - butoxycarbonyl - 5 - methoxy - 7 - methyl) piperidin - 2 - yl) methyl) benzoic acid
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CAS No.
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2803364 - 77 - 2
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MF
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C₃₀H₃₈N₂O₆
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MW
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522.64
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Appearance
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Usually white to off‑white crystalline powder (under high purity);
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Solubility
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Easily soluble in organic solvents such as dichloromethane, ethyl acetate, methanol, acetonitrile; slightly soluble in water (water solubility can be improved by salt formation of the carboxyl group, e.g., reaction with base to form sodium salt);
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Melting point
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165–170 °C (typical melting range for chiral intermediates, may vary slightly with purity);
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Stability
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Stable under neutral/weakly acidic conditions; Boc protecting group can be removed under strongly acidic conditions (e.g., concentrated hydrochloric acid, trifluoroacetic acid); decomposition may occur at high temperature (>200 °C).
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Usage
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Key raw material for Ivacaftor synthesis: As a critical chiral intermediate in the production of Ivacaftor, a targeted drug for cystic fibrosis (CF) treatment, its specific chiral structure serves as the core pharmacophore of the drug. It forms the complete structure of Ivacaftor through chemical reactions with other molecular fragments, and its high purity (especially chiral purity) is crucial for ensuring the drug's quality, efficacy, and safety.
Tool for drug R&D and process optimization: Functions as a chiral template for Ivacaftor process improvement, generic drug development, and the design of novel CF therapeutics. It also supports the scale-up verification of synthetic processes, where its process stability, yield, and cost directly impact the industrial production efficiency of Ivacaftor.
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