3-Iodo-azetidine-1-carboxylic acid tert-butyl ester, CAS No. 254454-54-1

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254454-54-1

Catalog No. EBD216889

CAS 254454-54-1

Name 3-Iodo-azetidine-1-carboxylic acid tert-butyl ester

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Basic Information

Synonyms: Tert-butyl 3-iodoazetidine-1-carboxylate 3-Iodo-azetidine-1-carboxylicacidtert-butylester tert-butyl3-iodo-1-azetidinecarboxylate 1-tert-butyloxycarbonyl-3-iodoazetidine 1-Boc-3-iodoazetidine 3-iodoazetidine-1-carboxylicacidtert-butylester tert-butyl3-iodo-azetidine-1-carboxylate N-Boc-3-iodoazetidine 1-tert-Butoxycarbonyl-3-iodoazetidine tert-butyl3-iodoazetidine-1-carboxylate 1-Boc-3-(iodo)azetidine 1-Boc-3-iodo-azetidine

Molecular Formula: C8H14INO2

Molecular Weight: 283.11

MDL Number: MFCD09752821

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

Product Description:

1-Boc-3-iodoazetidine is a heterocyclic organic compound featuring an azetidine ring (a four-membered nitrogen-containing ring) that is substituted with an iodine atom at the 3-position and protected by a tert-butoxycarbonyl (Boc) group on the nitrogen. It is a versatile and valuable building block in medicinal chemistry and organic synthesis. Its primary application is as a key intermediate in the synthesis of pharmaceutical candidates. The iodine atom serves as an excellent handle for further functionalization via cross-coupling reactions (e.g., Suzuki, Sonogashira), enabling the rapid construction of diverse compound libraries. The Boc-protected nitrogen provides stability during synthesis and can be readily deprotected to reveal a secondary amine for further derivatization. This scaffold is particularly important for introducing the constrained, three-dimensional azetidine moiety into drug molecules, which can improve potency, metabolic stability, and physicochemical properties. As a specialized synthon, it is widely used in research and development for creating potential active pharmaceutical ingredients (APIs), especially in areas targeting central nervous system disorders, oncology, and infectious diseases. It is commercially available from several fine chemical suppliers catering to the pharmaceutical and biotechnology industries.

Physical Properties

Boiling Point: 282.037 °C at 760 mmHg

Flash Point: 124.372 °C

Density: 1.632 g/cm3

Safety Information

Packing Level: III

Hazard Category: 9

Transport Codes: 3082