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CS-W001157 4
Total: USD 88.00

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate

  • CAS No. 85838-94-4

  • Cat. No. CS-W001658
  • Purity≥96%
  • MDL No.MFCD04972245

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

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate|CS-W001658

Structure of 85838-94-4

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General Information

  • CAS No. 85838-94-4
  • Cat. No. CS-W001658
  • Purity ≥96%
  • MDL No. MFCD04972245
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₂
  • Molecular Weight 183.25
  • Synonym(s) tert-butyl 3,6-dihydropyridine-1(2H)-carboxylate
  • SMILES O=C(N1CCC=CC1)OC(C)(C)C

Description

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate serves as a stable, bench-ready precursor for functionalized pyridine derivatives. This saturated heterocyclic scaffold integrates readily into synthetic sequences requiring controlled nitrogen functionality. The tert-butyl ester group enables straightforward deprotection under mild acidic conditions, facilitating access to the corresponding carboxylic acid. Its reduced ring system supports selective transformations at the 5- and 6-positions without over-reduction risks.

Application

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate serves as a versatile scaffold for the synthesis of functionalized pyridine derivatives, enabling efficient access to medicinally relevant heterocycles. Its dihydropyridine core facilitates selective hydrogenation, electrophilic substitution, and transition-metal-catalyzed coupling reactions. The tert-butyl carbamate group provides excellent stability and ease of removal under mild acidic conditions, simplifying purification and downstream derivatization in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      694-05-3
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~98%
    • In-stock
      tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate|CS-W001658
      85838-94-4

    References

    • Heterocycles, , vol. 39, # 1 p. 163 - 170
  • Route2
    • null|null
      118811-07-7
    • ~87%
    • In-stock
      tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate|CS-W001658
      85838-94-4

    References

    • WO2013/71697 A1, ; Paragraph 00374 ;
  • Route3
    • null|null
      141699-59-4
    • ~94%
    • In-stock
      tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate|CS-W001658
      85838-94-4

    References

    • US2009/163472 A1, ; Page/Page column 27 ; US 20090163472 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
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   29.54
  • LogP   2.1834
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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