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CS-W001157 4
Total: USD 88.00

tert-Butyl N-(2-amino-2-methyl-propyl)carbamate

  • CAS No. 95034-05-2

  • Cat. No. CS-0058987
  • Purity≥97%
  • MDL No.MFCD11040212

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

tert-Butyl N-(2-amino-2-methyl-propyl)carbamate|CS-0058987

Structure of 95034-05-2

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General Information

  • CAS No. 95034-05-2
  • Cat. No. CS-0058987
  • Purity ≥97%
  • MDL No. MFCD11040212
  • 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-amino-2-methylpropyl)carbamate
  • SMILES O=C(OC(C)(C)C)NCC(C)(N)C

Description

tert-Butyl N-(2-amino-2-methyl-propyl)carbamate features a sterically hindered tert-butyl carbamate group paired with a primary amine functionality, enabling selective protection in peptide synthesis. The robust N-Boc moiety offers stability under basic conditions while the pendant amino group facilitates downstream conjugation. This bifunctional scaffold integrates readily into complex molecular architectures with minimal side reactivity.

Application

tert-Butyl N-(2-amino-2-methyl-propyl)carbamate serves as a stable, bench-friendly amino-protecting group for the synthesis of amino acid derivatives and peptidomimetics. It facilitates straightforward deprotection under mild acidic conditions while maintaining compatibility with diverse reaction environments. The tert-butyl carbamate moiety enables efficient incorporation into complex scaffolds, particularly in medicinal chemistry workflows requiring orthogonal protection strategies.

Synthesis

  • Route1

    References

    • ZALICUS PHARMACEUTICALS LTD.; PAJOUHESH, Hassan; GRIMWOOD, Mike; ZHU, Yongbao; DING, Yanbing Patent: WO2011/26241 A1, 2011 ; Location in patent: Page/Page column 37 ; WO 2011/026241 A1
  • Route2

    References

    • Pittelkow, Michael; Lewinsky, Rasmus; Christensen, Jorn Bolstad Synthesis, 2002 , # 15 p. 2195 - 2202
  • Route3

    References

    • SANWA KAGAKU KENKYUSHO CO., LTD. Patent: EP1595866 A1, 2005 ; Location in patent: Page/Page column 11 ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   64.35
  • LogP   1.2484
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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