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CS-W001157 4
Total: USD 88.00

tert-Butyl 3,4-dihydropyridine-1(2H)-carboxylate

  • CAS No. 131667-57-7

  • Cat. No. CS-0009353
  • Purity≥95%
  • MDL No.MFCD00798175

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

tert-Butyl 3,4-dihydropyridine-1(2H)-carboxylate|CS-0009353

Structure of 131667-57-7

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General Information

  • CAS No. 131667-57-7
  • Cat. No. CS-0009353
  • Purity ≥95%
  • MDL No. MFCD00798175
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₂
  • Molecular Weight 183.25
  • Synonym(s) 1-N-Boc-3,4-dihydro-2H-pyridine
  • SMILES O=C(N1C=CCCC1)OC(C)(C)C

Description

tert-Butyl 3,4-dihydropyridine-1(2H)-carboxylate serves as a stable, bench-ready synthon for pyridine-based scaffolds. The dihydropyridine core features a reducible, electron-rich heterocycle that integrates readily into complex molecular architectures. This derivative enables efficient access to functionalized nitrogen-containing frameworks under mild reaction conditions.

Application

tert-Butyl 3,4-dihydropyridine-1(2H)-carboxylate serves as a versatile synthetic intermediate for the construction of pyridine and dihydropyridine scaffolds. Its readily accessible dihydropyridine core enables selective oxidation to pyridines or functionalization at C3/C4 positions. The tert-butyl ester group provides excellent bench stability, facilitates purification, and allows for straightforward deprotection under mild acidic conditions, making it well-suited for medicinal chemistry campaigns and multistep synthesis.

Synthesis

  • Route1

    References

    • Yu, Jurong; Truc, Vu; Riebel, Peter; Hierl, Elizabeth; Mudryk, Boguslaw Tetrahedron Letters, 2005 , vol. 46, # 23 p. 4011 - 4013
  • Route2
    • In-stock
      4-(Trifluoromethoxy)phenol|CS-W003970
      828-27-3
    • null|null
      141699-59-4
    • ~%
    • In-stock
      tert-Butyl 3,4-dihydropyridine-1(2H)-carboxylate|CS-0009353
      131667-57-7
    • null|null
      287952-66-3

    References

    • WO2005/92832 A1, ; Page/Page column 44-46 ;
  • Route3

    References

    • Tetrahedron, , vol. 67, # 7 p. 1485 - 1500

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H410
Precautionary Statements : P264-P270-P273-P330-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   2.531
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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