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tert-Butyl (3R,4S)-4-amino-3-methylpiperidine-1-carboxylate

  • CAS No. 1820569-34-3

  • Cat. No. CS-0137920
  • Molecule weight214.30
  • Purity≥98%
  • MDL No.None

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

tert-Butyl (3R,4S)-4-amino-3-methylpiperidine-1-carboxylate|CS-0137920

Structure of 1820569-34-3

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General Information

  • CAS No. 1820569-34-3
  • Cat. No. CS-0137920
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₂N₂O₂
  • Molecular Weight 214.30
  • Synonym(s) (3R,4S)-4-Amino-3-methyl-piperidine-1-carboxylic acid tert-butyl ester
  • SMILES O=C(OC(C)(C)C)N1C[C@H]([C@H](CC1)N)C

Description

tert-Butyl (3R,4S)-4-amino-3-methylpiperidine-1-carboxylate features a chiral piperidine core with defined stereochemistry at C3 and C4, delivering precise spatial control for asymmetric synthesis. The tert-butyl carbamate group provides stability and ease of removal under mild acidic conditions. This scaffold integrates readily into complex alkaloid frameworks and bioactive molecules, offering a robust handle for late-stage functionalization in medicinal chemistry.

Application

tert-Butyl (3R,4S)-4-amino-3-methylpiperidine-1-carboxylate serves as a versatile chiral building block for the synthesis of bioactive piperidine derivatives. Its bench-stable tert-butyl carbamate group enables straightforward protection and deprotection, while the 4-amino and 3-methyl functionalities support diverse functionalization via alkylation, acylation, and coupling reactions. This configuration facilitates access to pharmacologically relevant scaffolds in medicinal chemistry campaigns.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   55.56
  • LogP   1.5906
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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