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CS-W001157 4
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(2R,4R)-tert-Butyl 4-hydroxy-2-methylpiperidine-1-carboxylate

  • CAS No. 790667-44-6

  • Cat. No. CS-0058603
  • Purity≥98%
  • MDL No.MFCD23105950

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

(2R,4R)-tert-Butyl 4-hydroxy-2-methylpiperidine-1-carboxylate|CS-0058603

Structure of 790667-44-6

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General Information

  • CAS No. 790667-44-6
  • Cat. No. CS-0058603
  • Purity ≥98%
  • MDL No. MFCD23105950
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₁NO₃
  • Molecular Weight 215.29
  • Synonym(s) tert-butyl (2R,4R)-4-hydroxy-2-methylpiperidine-1-carboxylate
  • SMILES C[C@H]1N(C(OC(C)(C)C)=O)CC[C@@H](O)C1

Description

This chiral piperidine derivative features a bench-stable tert-butyl ester protecting group and a hydroxyl-bearing stereocenter at the 4-position, enabling selective functionalization in asymmetric synthesis. The 2-methyl substituent provides steric control, while the 1-carboxylate moiety facilitates downstream derivatization.

Application

(2R,4R)-tert-Butyl 4-hydroxy-2-methylpiperidine-1-carboxylate serves as a stereochemically defined chiral building block for the synthesis of bioactive piperidine-containing molecules. The hydroxyl group enables facile derivatization via oxidation or substitution, while the tert-butyl carbamate provides orthogonal protection and bench stability. Its defined stereochemistry facilitates predictable transformation in medicinal chemistry campaigns and supports efficient access to complex heterocyclic scaffolds.

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   49.77
  • LogP   1.7667
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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