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CS-W001157 4
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N'-tert-Butyl(tert-butoxy)carbohydrazide

  • CAS No. 60295-52-5

  • Cat. No. CS-0048780
  • Purity≥95%
  • MDL No.None

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

N'-tert-Butyl(tert-butoxy)carbohydrazide|CS-0048780

Structure of 60295-52-5

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General Information

  • CAS No. 60295-52-5
  • Cat. No. CS-0048780
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₂₀N₂O₂
  • Molecular Weight 188.27
  • Synonym(s) tert-Butyl-2-(tert-butyl)-1-hydrazinecarboxylate
  • SMILES CC(C)(C)NNC(=O)OC(C)(C)C

Description

N'-tert-Butyl(tert-butoxy)carbohydrazide features a sterically hindered tert-butyl group and a labile tert-butoxy moiety, enabling selective hydrazone formation under mild conditions. This bench-stable reagent facilitates efficient coupling in peptide ligation and carbohydrate chemistry, offering enhanced solubility and reduced side reactions compared to conventional hydrazides.

Application

N'-tert-Butyl(tert-butoxy)carbohydrazide serves as a stable, bench-ready hydrazide reagent for the construction of heterocyclic scaffolds and carbodiimide-based coupling systems. Its tert-butyl and tert-butoxy protecting groups confer enhanced stability and ease of purification, enabling reliable use in multi-step syntheses. Functions effectively in amide bond formation and hydrazone derivatization under standard conditions.

Synthesis

  • Route1

    References

    • ENANTA PHARMACEUTICALS, INC. Patent: WO2008/134397 A1, 2008 ; Location in patent: Page/Page column 35; 40 ;
  • Route2
    • null|null
      32064-67-8
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~%
    • In-stock
      N'-tert-Butyl(tert-butoxy)carbohydrazide|CS-0048780
      60295-52-5

    References

    • Rohm and Haas Company Patent: US6013836 A1, 2000 ;
  • Route3
    • In-stock
      N-Boc-O-tosyl hydroxylamine|CS-W000438
      105838-14-0
    • null|null
      75-64-9
    • ~73%
    • In-stock
      N'-tert-Butyl(tert-butoxy)carbohydrazide|CS-0048780
      60295-52-5

    References

    • Baburaj, Thankappan; Thambidurai, Sivalingam Synlett, 2011 , # 14 art. no. B08111ST, p. 1993 - 1996

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅱ
Hazard Statements : H228-H302-H315-H319-H335
Precautionary Statements : P210-P240-P241-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.36
  • LogP   1.8142
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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