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tert-Butyl 3-cyano-3-hydroxyazetidine-1-carboxylate

  • CAS No. 1493737-08-8

  • Cat. No. CS-0048306
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

tert-Butyl 3-cyano-3-hydroxyazetidine-1-carboxylate|CS-0048306

Structure of 1493737-08-8

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General Information

  • CAS No. 1493737-08-8
  • Cat. No. CS-0048306
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄N₂O₃
  • Molecular Weight 198.22
  • Synonym(s) tert-butyl 3-cyano-3-hydroxy-azetidine-1-carboxylate
  • SMILES CC(C)(C)OC(=O)N1CC(O)(C1)C#N

Description

tert-Butyl 3-cyano-3-hydroxyazetidine-1-carboxylate delivers a strained azetidine core functionalized with a cyano group and a hydroxyl moiety, enabling direct incorporation into bioactive scaffolds. The tert-butyl ester ensures stability and convenient deprotection under mild acidic conditions. This compound features a bench-stable, moisture-tolerant structure suitable for synthetic workflows in medicinal chemistry and chemical biology.

Application

tert-Butyl 3-cyano-3-hydroxyazetidine-1-carboxylate serves as a versatile, bench-stable building block for the synthesis of azetidine-containing scaffolds. The pendant hydroxyl group enables straightforward functionalization via esterification or oxidation, while the cyano and carbamate functionalities offer orthogonal reactivity for downstream transformations. Its stability under standard reaction conditions facilitates efficient incorporation into complex molecular architectures relevant to medicinal chemistry and API development.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   73.56
  • LogP   0.49178
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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