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CS-W001157 4
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(S,R,S)-AHPC

  • CAS No. 1448297-52-6

  • Cat. No. CS-0101174
  • Purity≥97%
  • MDL No.MFCD29049827

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

(S,R,S)-AHPC|CS-0101174

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General Information

  • CAS No. 1448297-52-6
  • Cat. No. CS-0101174
  • Purity ≥97%
  • MDL No. MFCD29049827
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₃₀N₄O₃S
  • Molecular Weight 430.56
  • Synonym(s) VH032-NH2; VHL ligand 1
  • SMILES O=C([C@H](C[C@@H](O)C1)N1C([C@@H](N)C(C)(C)C)=O)NCC2=CC=C(C(SC=N3)=C3C)C=C2

Description

(S,R,S)-AHPC is a chiral auxiliary featuring three stereocenters that enables asymmetric synthesis through predictable stereocontrol. This configuration facilitates high diastereoselective transformations, particularly in enantioselective alkylation and conjugate addition reactions. The scaffold integrates seamlessly into complex molecule assembly workflows under standard bench conditions.

Application

(S,R,S)-AHPC serves as a well-defined chiral building block for the synthesis of bioactive heterocycles and peptidomimetics. Its three stereocenters enable precise stereocontrol in macrocyclization and coupling reactions, while its amine and carboxylic acid functionalities offer direct handles for conjugation. The compound exhibits excellent bench stability and compatibility with standard peptide coupling protocols, facilitating efficient access to complex 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   108.55
  • LogP   2.06992
  • H_Acceptors   6
  • H_Donors   3
  • Rotatable_Bonds   5

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