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CS-W001157 4
Total: USD 88.00

(2,2-Dimethyl-1,3-dioxolan-4-yl)methanamine

  • CAS No. 22195-47-7

  • Cat. No. CS-0080672
  • Purity≥97%
  • MDL No.MFCD01321384

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

(2,2-Dimethyl-1,3-dioxolan-4-yl)methanamine|CS-0080672

Structure of 22195-47-7

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General Information

  • CAS No. 22195-47-7
  • Cat. No. CS-0080672
  • Purity ≥97%
  • MDL No. MFCD01321384
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₃NO₂
  • Molecular Weight 131.17
  • Synonym(s) (2,2-Dimethyl-[1,3]-Dioxolan-4-YL)-Methylamine
  • SMILES NCC1OC(C)(C)OC1

Description

This boronate-bearing amine integrates readily into cross-coupling workflows, offering enhanced stability under standard conditions. The dimethyl-substituted dioxolane ring provides robust protection for the boronate functionality while enabling selective deprotection when required.

Application

(2,2-Dimethyl-1,3-dioxolan-4-yl)methanamine serves as a stable, bench-friendly building block for the synthesis of nucleoside analogs and heterocyclic scaffolds. The protected hydroxymethyl group enables selective functionalization, while the amine functionality facilitates coupling reactions under mild conditions. Its excellent stability and compatibility with diverse reaction types make it a practical choice for iterative synthesis in medicinal chemistry workflows.

Synthesis

  • Route1
    • null|null
      25261-56-7
    • ~93%
    • In-stock
      (2,2-Dimethyl-1,3-dioxolan-4-yl)methanamine|CS-0080672
      22195-47-7

    References

    • Gibson, Frank S.; Park, Myung Sook; Rapoport, Henry Journal of Organic Chemistry, 1994 , vol. 59, # 24 p. 7503 - 7507
  • Route2
    • In-stock
      (±)-3-Amino-1,2-propanediol, 97%|CS-W002040
      616-30-8
    • null|null
      77-76-9
    • ~%
    • In-stock
      (2,2-Dimethyl-1,3-dioxolan-4-yl)methanamine|CS-0080672
      22195-47-7

    References

    • WO2013/66729 A1, ; Page/Page column 169; 170 ; WO 2013/066729 A1
  • Route3
    • null|null
      40137-25-5
    • ~91%
    • In-stock
      (2,2-Dimethyl-1,3-dioxolan-4-yl)methanamine|CS-0080672
      22195-47-7

    References

    • Goubert, Marlene; Toupet, Loic; Sinibaldi, Marie-Eve; Canet, Isabelle Tetrahedron, 2007 , vol. 63, # 34 p. 8255 - 8266

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 2735
Class : 8
Packing Group : Ⅱ
Hazard Statements : H227-H314
Precautionary Statements : P210-P264-P280-P301+P330+P331-P304+P340-P363-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   0.0966
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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