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rel-1-(1,1-Dimethylethyl) (3R,5S)-1,3,5-piperidinetricarboxylate

  • CAS No. 534572-17-3

  • Cat. No. CS-0057844
  • Molecule weight273.28
  • Purity≥98%
  • MDL No.MFCD26407196

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

rel-1-(1,1-Dimethylethyl) (3R,5S)-1,3,5-piperidinetricarboxylate|CS-0057844

Structure of 534572-17-3

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General Information

  • CAS No. 534572-17-3
  • Cat. No. CS-0057844
  • Purity ≥98%
  • MDL No. MFCD26407196
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉NO₆
  • Molecular Weight 273.28
  • Synonym(s) rel-(3R,5S)-1-(tert-Butoxycarbonyl)piperidine-3,5-dicarboxylic acid
  • SMILES O=C([C@H]1CN(C(OC(C)(C)C)=O)C[C@@H](C(O)=O)C1)O

Description

This piperidinetricarboxylate derivative features a tert-butyl-protected amine and a stereodefined tricyclic core, offering enhanced stability and selective reactivity in asymmetric synthesis. The (3R,5S) configuration enables precise stereocontrol in complex molecule assembly, particularly in pharmaceutical intermediates where conformational rigidity and defined spatial orientation are critical.

Application

rel-1-(1,1-Dimethylethyl) (3R,5S)-1,3,5-piperidinetricarboxylate serves as a valuable chiral building block in synthetic organic chemistry, enabling stereoselective access to complex piperidine derivatives. Its bench-stable tert-butyl ester groups facilitate sequential deprotection and functionalization, while the defined stereochemistry at C3 and C5 supports reliable asymmetric synthesis. The molecule functions effectively in standard coupling and cyclization protocols, offering robust utility for medicinal chemistry campaigns requiring precise stereocontrol.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   104.14
  • LogP   1.0288
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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