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tert-Butyl ethyl(2-oxoethyl)carbamate

  • CAS No. 315718-06-0

  • Cat. No. CS-0187684
  • Purity≥98%
  • MDL No.None

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

tert-Butyl ethyl(2-oxoethyl)carbamate|CS-0187684

Structure of 315718-06-0

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General Information

  • CAS No. 315718-06-0
  • Cat. No. CS-0187684
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₃
  • Molecular Weight 187.24
  • Synonym(s) N-Boc-(ethylamino)acetaldehyde
  • SMILES CCN(CC=O)C(=O)OC(C)(C)C

Description

tert-Butyl ethyl(2-oxoethyl)carbamate serves as a robust, bench-stable protecting group for primary amines in peptide synthesis. This carbamate derivative features a sterically hindered tert-butyl moiety paired with an electron-deficient oxoethyl linkage, enabling selective deprotection under mild acidic conditions. The combination delivers high functional group tolerance and compatibility with diverse reaction environments.

Application

tert-Butyl ethyl(2-oxoethyl)carbamate serves as a versatile carbamate protecting group for amines, offering enhanced stability under basic conditions and facile removal via mild acidolysis. It enables efficient N-alkylation strategies in peptide synthesis and functions effectively as a building block for heterocyclic scaffolds due to its reactive β-ketoester-like moiety. The molecule exhibits excellent bench stability, compatibility with diverse functional groups, and straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   46.61
  • LogP   1.4423
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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