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(1R,2R)-2-Amino-1-phenylpropane-1,3-diol

  • CAS No. 46032-98-8

  • Cat. No. CS-W010799
  • Molecule weight167.21
  • Purity≥97%
  • MDL No.MFCD00069617

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

(1R,2R)-2-Amino-1-phenylpropane-1,3-diol|CS-W010799

Structure of 46032-98-8

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General Information

  • CAS No. 46032-98-8
  • Cat. No. CS-W010799
  • Purity ≥97%
  • MDL No. MFCD00069617
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃NO₂
  • Molecular Weight 167.21
  • Synonym(s) (R(R*,R*))-2-Amino-1-phenylpropane-1,3-diol
  • SMILES O[C@H](C1=CC=CC=C1)[C@H](N)CO

Description

This chiral diol features a rigid, stereodefined scaffold with adjacent hydroxyl and amino groups, enabling precise molecular recognition. The (1R,2R) configuration ensures high enantioselectivity in asymmetric synthesis. The phenyl ring enhances π-stacking potential, while the polar functional groups support hydrogen bonding in catalytic systems. This compound serves as a key building block for bioactive molecules and ligands.

Application

(1R,2R)-2-Amino-1-phenylpropane-1,3-diol serves as a chiral synthon for the construction of bioactive heterocycles and amino acid derivatives. Its three contiguous functional groups—primary amine, secondary alcohol, and benzylic alcohol—enable selective derivatization and protection strategies in peptide and natural product synthesis. Bench-stable and readily purified by recrystallization, it functions as a key building block in asymmetric synthesis workflows requiring stereocontrolled access to vicinal amino-alcohol motifs.

Synthesis

  • Route1
    • null|null
      849357-84-2
    • ~97%
    • In-stock
      (1R,2R)-2-Amino-1-phenylpropane-1,3-diol|CS-W010799
      46032-98-8

    References

    • Boruwa, Joshodeep; Borah, Jagat C.; Gogoi, Siddhartha; Barua, Nabin C. Tetrahedron Letters, 2005 , vol. 46, # 10 p. 1743 - 1746
  • Route2
    • null|null
      912296-87-8
    • ~10%
    • In-stock
      (1R,2R)-2-Amino-1-phenylpropane-1,3-diol|CS-W010799
      46032-98-8

    References

    • Hajra, Saumen; Karmakar, Ananta; Maji, Tapan; Medda, Amiya Kumar Tetrahedron, 2006 , vol. 62, # 38 p. 8959 - 8965
  • Route3
    • null|null
      100-52-7
    • ~%
    • In-stock
      (1R,2R)-2-Amino-1-phenylpropane-1,3-diol|CS-W010799
      46032-98-8

    References

    • Ito, Yoshihiko; Sawamura, Masaya; Hayashi, Tamio Journal of the American Chemical Society, 1986 , vol. 108, # 20 p. 6405 - 6406

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3259
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   66.48
  • LogP   0.0396
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   3

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