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CS-W001157 4
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1-Boc-(3S,4S)-3-amino-4-hydroxypyrrolidine

  • CAS No. 190792-74-6

  • Cat. No. CS-0043214
  • Purity≥97%
  • MDL No.MFCD11111139

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

1-Boc-(3S,4S)-3-amino-4-hydroxypyrrolidine|CS-0043214

Structure of 190792-74-6

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General Information

  • CAS No. 190792-74-6
  • Cat. No. CS-0043214
  • Purity ≥97%
  • MDL No. MFCD11111139
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₈N₂O₃
  • Molecular Weight 202.25
  • Synonym(s) tert-butyl (3S,4S)-3-amino-4-hydroxypyrrolidine-1-carboxylate
  • SMILES O=C(N1C[C@H](N)[C@@H](O)C1)OC(C)(C)C

Description

1-Boc-(3S,4S)-3-amino-4-hydroxypyrrolidine features a stereochemically defined pyrrolidine core with orthogonal functional handles: a Boc-protected amine at C3 and a hydroxyl group at C4. This configuration enables direct incorporation into peptidomimetic scaffolds and bioactive molecule synthesis under standard coupling conditions. The bench-stable Boc group simplifies handling and sequential derivatization.

Application

1-Boc-(3S,4S)-3-amino-4-hydroxypyrrolidine serves as a stereochemically defined building block for the synthesis of bioactive heterocycles and peptidomimetics. The Boc group provides excellent stability and ease of removal under mild acidic conditions, while the 3-amino and 4-hydroxy functionalities enable diverse downstream transformations. This compound facilitates efficient access to complex scaffolds through selective functionalization, making it a practical choice for medicinal chemistry campaigns requiring precise stereocontrol and robust handling.

Synthesis

  • Route1
    • null|null
      190792-84-8
    • ~93%
    • In-stock
      1-Boc-(3S,4S)-3-amino-4-hydroxypyrrolidine|CS-0043214
      190792-74-6

    References

    • Martin-Rapun, Rafael; Fan, Xinyuan; Sayalero, Sonia; Bahramnejad, Mahboubeh; Cuevas, Felix; Pericas, Miquel A. Chemistry - A European Journal, 2011 , vol. 17, # 32 p. 8780 - 8783
  • Route2
    • null|null
      1202067-33-1
    • ~70%
    • In-stock
      1-Boc-(3S,4S)-3-amino-4-hydroxypyrrolidine|CS-0043214
      190792-74-6

    References

    • UCB PHARMA S.A. Patent: WO2009/153554 A1, 2009 ; Location in patent: Page/Page column 40 ; WO 2009/153554 A1
  • Route3

    References

    • Tetrahedron Asymmetry, , vol. 12, # 21 p. 2989 - 2997

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   75.79
  • LogP   -0.0747
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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