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

  • CAS No. 790668-06-3

  • Cat. No. CS-0048630
  • Purity≥98%
  • MDL No.MFCD22415237

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

tert-Butyl (2R,4S)-4-hydroxy-2-methylpiperidine-1-carboxylate|CS-0048630

Structure of 790668-06-3

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General Information

  • CAS No. 790668-06-3
  • Cat. No. CS-0048630
  • Purity ≥98%
  • MDL No. MFCD22415237
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₁NO₃
  • Molecular Weight 215.29
  • Synonym(s) N-Boc-(2R,4S)-4-hydroxy-2-methylpiperidine
  • SMILES O=C(N1[C@H](C)C[C@@H](O)CC1)OC(C)(C)C

Description

tert-Butyl (2R,4S)-4-hydroxy-2-methylpiperidine-1-carboxylate is a stereochemically defined piperidine derivative featuring a bench-stable tert-butyl carbamate protecting group and a chiral hydroxyl moiety. This configuration enables direct incorporation into complex heterocyclic scaffolds, particularly in medicinal chemistry campaigns targeting bioactive nitrogen-containing frameworks. The pendant hydroxyl group offers a handle for selective derivatization under mild conditions.

Application

tert-Butyl (2R,4S)-4-hydroxy-2-methylpiperidine-1-carboxylate serves as a stereochemically defined chiral building block for the synthesis of bioactive piperidine derivatives. The protected hydroxyl and methylated nitrogen enable selective functionalization, while the tert-butyl ester facilitates straightforward deprotection under mild acidic conditions. Its bench-stable nature and compatibility with standard coupling reactions make it valuable in medicinal chemistry campaigns targeting CNS-active compounds and kinase inhibitors.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-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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