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tert-Butyl (2-acrylamidoethyl)carbamate

  • CAS No. 165196-44-1

  • Cat. No. CS-0158296
  • Purity≥97%
  • MDL No.MFCD24468676

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

tert-Butyl (2-acrylamidoethyl)carbamate|CS-0158296

Structure of 165196-44-1

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General Information

  • CAS No. 165196-44-1
  • Cat. No. CS-0158296
  • Purity ≥97%
  • MDL No. MFCD24468676
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₃
  • Molecular Weight 214.26
  • Synonym(s) TERT-BUTYL N-[2-(PROP-2-ENAMIDO)ETHYL]CARBAMATE
  • SMILES C(OC(C)(C)C)(=O)NCCNC(C=C)=O

Description

tert-Butyl (2-acrylamidoethyl)carbamate is a bench-stable, moisture-tolerant acrylate derivative featuring a protected amine functionality. This compound integrates seamlessly into polymer synthesis and bioconjugation workflows, where its acrylamide group enables efficient radical polymerization and its tert-butyl carbamate moiety provides orthogonal protection.

Application

tert-Butyl (2-acrylamidoethyl)carbamate serves as a versatile protected amino alcohol building block, enabling efficient synthesis of acrylamide-functionalized peptides and bioconjugates. Its pendant acrylamide group facilitates Michael addition and radical polymerization reactions, while the tert-butyl carbamate moiety offers stability under basic conditions and mild deprotection via acidolysis. The molecule functions as a key intermediate in the construction of functional polymers and peptidomimetics with controlled reactivity and enhanced solubility.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

  • TPSA   67.43
  • LogP   0.8133
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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