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CS-W001157 4
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Di-tert-Butyl carbonate

  • CAS No. 34619-03-9

  • Cat. No. CS-0146214
  • Purity≥98%
  • MDL No.None

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

Di-tert-Butyl carbonate|CS-0146214

Structure of 34619-03-9

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General Information

  • CAS No. 34619-03-9
  • Cat. No. CS-0146214
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₈O₃
  • Molecular Weight 174.24
  • Synonym(s) tert-butyl carbonate
  • SMILES O=C(OC(C)(C)C)OC(C)(C)C

Description

Di-tert-butyl carbonate serves as a robust, bench-stable carbonylating agent for selective protection of amines and alcohols. This sterically hindered reagent enables efficient, low-temperature coupling under mild conditions, minimizing side reactions. Its stability simplifies handling and storage, while the tert-butyl groups facilitate clean deprotection via acidolysis.

Application

Di-tert-butyl carbonate serves as a robust, bench-stable carbamate protecting group reagent, enabling selective N-alkylation of amines under mild conditions. Its high functional group tolerance and ease of removal via acidolysis facilitate efficient synthesis of protected amino compounds. Widely employed in peptide chemistry and medicinal discovery, it functions as a reliable precursor for transient amine protection and orthogonal deprotection strategies.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
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      125173-55-9
    • ~%
    • In-stock
      Di-tert-Butyl carbonate|CS-0146214
      34619-03-9

    References

    • Upjohn Company Patent: US5099019 A1, 1992 ;
  • Route2
    • null|null
      111641-08-8
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~%
    • In-stock
      Di-tert-Butyl carbonate|CS-0146214
      34619-03-9

    References

    • THE UPJOHN COMPANY Patent: EP263213 A1, 1988 ;
  • Route3

    References

    • Held; Von Den Hoff; Stephenson; Zipse Advanced Synthesis and Catalysis, 2008 , vol. 350, # 11-12 p. 1891 - 1900

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

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   2.7366
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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