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tert-Butyl ethyl(2-hydroxyethyl)carbamate

  • CAS No. 152192-95-5

  • Cat. No. CS-0128600
  • Molecule weight189.25
  • Purity≥97%
  • MDL No.MFCD04973117

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

tert-Butyl ethyl(2-hydroxyethyl)carbamate|CS-0128600

Structure of 152192-95-5

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General Information

  • CAS No. 152192-95-5
  • Cat. No. CS-0128600
  • Purity ≥97%
  • MDL No. MFCD04973117
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₉NO₃
  • Molecular Weight 189.25
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N(CC)CCO

Description

tert-Butyl ethyl(2-hydroxyethyl)carbamate features a protected amine moiety flanked by sterically hindered tert-butyl and ethyl groups, offering enhanced stability under standard conditions. The pendant hydroxyethyl side chain enables facile derivatization or incorporation into multi-step synthetic sequences. This combination of robust protection and functional handle delivers reliable performance in peptide coupling and small molecule synthesis workflows.

Application

tert-Butyl ethyl(2-hydroxyethyl)carbamate serves as a stable, bench-friendly carbamate protecting group for primary amines, enabling selective N-protection under mild conditions. It facilitates orthogonal functional group manipulation in complex molecule synthesis, offering ease of installation and reliable deprotection with trifluoroacetic acid. The molecule exhibits excellent compatibility with diverse reaction types, including amide coupling and metal-catalyzed transformations, making it a practical choice for iterative synthetic strategies in medicinal chemistry and API development.

Synthesis

  • Route1

    References

    • Krapcho; Maresch; Lunn Synthetic Communications, 1993 , vol. 23, # 17 p. 2443 - 2449
  • Route2

    References

    • Merck and Co., Inc. Patent: US6316444 B1, 2001 ; US 6316444 B1

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   49.77
  • LogP   1.2357
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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