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tert-Butyl (3R,4R)-4-amino-3-methylpiperidine-1-carboxylate

  • CAS No. 723308-58-5

  • Cat. No. CS-0100337
  • Purity≥98%
  • MDL No.None

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

tert-Butyl (3R,4R)-4-amino-3-methylpiperidine-1-carboxylate|CS-0100337

Structure of 723308-58-5

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General Information

  • CAS No. 723308-58-5
  • Cat. No. CS-0100337
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₂N₂O₂
  • Molecular Weight 214.30
  • Synonym(s) 2-Methyl-2-propanyl (3R,4R)-4-amino-3-methyl-1-piperidinecarboxyl ate
  • SMILES O=C(N1C[C@@H](C)[C@H](N)CC1)OC(C)(C)C

Description

tert-Butyl (3R,4R)-4-amino-3-methylpiperidine-1-carboxylate features a stereochemically defined piperidine core with a bench-stable tert-butyl carbamate protecting group. This configuration enables direct incorporation into chiral scaffolds for medicinal chemistry, where the primary amine and methyl substituent offer precise spatial control for target engagement.

Application

tert-Butyl (3R,4R)-4-amino-3-methylpiperidine-1-carboxylate serves as a stereochemically defined building block for the synthesis of bioactive piperidine derivatives. Its tert-butyl carbamate group provides excellent stability and ease of removal under mild acidic conditions, while the 4-amino functionality enables direct functionalization in amide couplings or reductive amination sequences. The (3R,4R) configuration ensures predictable stereochemical outcomes in downstream transformations, making it ideal for medicinal chemistry applications requiring precise control over molecular architecture.

Synthesis

  • Route1
    • null|null
      3886-69-9
    • ~90%
    • In-stock
      tert-Butyl (3R,4R)-4-amino-3-methylpiperidine-1-carboxylate|CS-0100337
      723308-58-5

    References

    • MILLENNIUM PHARMACEUTICALS, INC. Patent: WO2004/58709 A1, 2004 ; Location in patent: Page 31; 37 ; WO 2004/058709 A1
  • Route2
    • null|null
      723308-56-3
    • ~89%
    • In-stock
      tert-Butyl (3R,4R)-4-amino-3-methylpiperidine-1-carboxylate|CS-0100337
      723308-58-5

    References

    • MILLENNIUM PHARMACEUTICALS, INC. Patent: WO2004/58736 A1, 2004 ; Location in patent: Page 26; 32 ; WO 2004/058736 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 2735
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   55.56
  • LogP   1.5906
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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