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(R)-Dibenzyl 2-aminopentanedioate hydrochloride

  • CAS No. 146844-02-2

  • Cat. No. CS-0156249
  • Purity≥97%
  • MDL No.MFCD00190908

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

(R)-Dibenzyl 2-aminopentanedioate hydrochloride|CS-0156249

Structure of 146844-02-2

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General Information

  • CAS No. 146844-02-2
  • Cat. No. CS-0156249
  • Purity ≥97%
  • MDL No. MFCD00190908
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₂ClNO₄
  • Molecular Weight 363.84
  • Synonym(s) H-D-Glu(OBzl)-OBzl·HCl
  • SMILES C1=CC=C(C=C1)COC(=O)CC[C@H](C(=O)OCC2=CC=CC=C2)N.Cl

Description

(R)-Dibenzyl 2-aminopentanedioate hydrochloride serves as a chiral synthon for asymmetric synthesis, featuring a stereodefined amine moiety flanked by two benzyl ester groups. This bench-stable derivative enables efficient incorporation into peptide-like architectures and catalytic systems requiring controlled stereochemistry.

Application

(R)-Dibenzyl 2-aminopentanedioate hydrochloride serves as a stereochemically defined chiral building block for the synthesis of biologically relevant heterocycles and amino acid derivatives. Its protected amine and diester functionality enable selective transformations in multistep syntheses, including cyclization to pyrrolidines and piperidines. The hydrochloride salt enhances bench stability and simplifies purification, facilitating its use in scalable 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   78.62
  • LogP   3.0025
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   8

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