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TCI

CAS 183062-96-6

2-[1-(tert-Butoxycarbonyl)azetidin-3-yl]acetic Acid TCI B6013

2-[1-(tert-Butoxycarbonyl)azetidin-3-yl]acetic Acid TCI B6013
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TCI B6013 is 2-[1-(tert-Butoxycarbonyl)azetidin-3-yl]acetic Acid, a building block that combines a Boc-protected azetidine ring with an acetic acid side chain at the 3-position. This structural simplicity is precisely its strength, because it presents two clearly separated points of reactivity: a free carboxylic acid group ready for coupling, and a secondary amine nitrogen kept hidden behind a protecting group. In medicinal chemistry laboratories, compounds of this type are frequently used as linkers or core fragments when researchers want to introduce a small saturated framework into a molecule under development.

The property that makes this material sought after is how readily it fits into stepwise synthetic strategies. The carboxyl group can be activated with common peptide coupling reagents, such as the carbodiimide class or uronium salts, then reacted with an amine to form a stable amide bond. The Boc group is subsequently removed with acid, liberating a free azetidine that can be alkylated, acylated, or sulfonylated according to the design. Orthogonal sequences of this kind make it straightforward to prepare a series of related compounds in a short period of time, which is why the reagent earns a place on the shelf of groups running iterative analogue campaigns.

In Indonesian laboratories, this building block is typically encountered in university research groups, institutional synthetic chemistry facilities, and industrial R&D units engaged in preparing small-molecule intermediates. It is normally ordered in small quantities suited to exploratory work rather than bulk production, since the strained saturated ring contributes a compact three-dimensional element to candidate structures. Handling follows the same organic synthesis routines already established in those laboratories for moisture-sensitive protected intermediates.

  • Amide bond formation: the free carboxylic acid couples cleanly with amines using standard peptide coupling reagents, making this reagent a direct entry point into amide-linked analogue series.
  • Medicinal chemistry fragment work: the compact Boc-protected azetidine serves as a saturated core fragment when researchers need to introduce a small three-dimensional framework into a developing molecule.
  • Linker construction: the two clearly separated reactive handles at opposite ends of the molecule let chemists join two larger structural segments through a short, rigid connecting unit.
  • Orthogonal deprotection sequences: acid-mediated Boc removal liberates the secondary azetidine nitrogen for subsequent alkylation, acylation, or sulfonylation without disturbing amide bonds formed earlier in the route.
  • Parallel analogue synthesis: the predictable two-step coupling and deprotection sequence supports rapid preparation of compound series for structure-activity relationship studies within a short working period.

Brand TCI
CAS number 183062-96-6
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes available in research-scale packaging; please confirm the current catalogue options when ordering
Physical form —
Storage keep in the closed original container under the conditions stated on the manufacturer label
  • Chemical name: 2-[1-(tert-Butoxycarbonyl)azetidin-3-yl]acetic Acid

Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, moisture, and sources of ignition, following the conditions printed on the manufacturer label. Keep the material in its original supplier container or in a compatible sealed glass vessel, and avoid prolonged exposure to open air during weighing. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, and keep it separated from strong acids and strong bases, since acidic conditions will remove the Boc protecting group. Close the container promptly after use and label any aliquots clearly. Consult the manufacturer safety data sheet before first use.

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