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tert-Butyl (R)-(4-hydroxybutan-2-yl)carbamate

  • CAS No. 167216-17-3

  • Cat. No. CS-0142509
  • Purity≥98%
  • MDL No.MFCD18831346

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

tert-Butyl (R)-(4-hydroxybutan-2-yl)carbamate|CS-0142509

Structure of 167216-17-3

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General Information

  • CAS No. 167216-17-3
  • Cat. No. CS-0142509
  • Purity ≥98%
  • MDL No. MFCD18831346
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₉NO₃
  • Molecular Weight 189.25
  • Synonym(s) Carbamic acid, [(1R)-3-hydroxy-1-methylpropyl]-, 1,1-dimethylethyl ester (9CI)
  • SMILES O=C(OC(C)(C)C)N[C@H](C)CCO

Description

tert-Butyl (R)-(4-hydroxybutan-2-yl)carbamate is a chiral building block featuring a stereodefined hydroxyl-bearing side chain. This bench-stable carbamate derivative facilitates the selective introduction of functionalized units in asymmetric synthesis, particularly in the construction of complex bioactive molecules. The protected amine and hydroxyl groups enable orthogonal reactivity, streamlining downstream modifications.

Application

tert-Butyl (R)-(4-hydroxybutan-2-yl)carbamate serves as a chiral building block for the synthesis of bioactive molecules, enabling efficient access to γ-hydroxyalkylamine motifs via mild deprotection. The protected hydroxyl group exhibits excellent stability under standard reaction conditions, while the carbamate functionality facilitates selective transformations and orthogonal handling in complex sequences. Its bench-stable nature and compatibility with common coupling protocols make it a practical choice for medicinal chemistry and process development workflows.

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   58.56
  • LogP   1.282
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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