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CS-W001157 4
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tert-Butyl N-[(2R)-morpholin-2-ylmethyl]carbamate

  • CAS No. 186202-57-3

  • Cat. No. CS-0048022
  • Purity≥96%
  • MDL No.None

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

tert-Butyl N-[(2R)-morpholin-2-ylmethyl]carbamate|CS-0048022

Structure of 186202-57-3

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General Information

  • CAS No. 186202-57-3
  • Cat. No. CS-0048022
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₀N₂O₃
  • Molecular Weight 216.28
  • Synonym(s) tert-Butyl-[(2R)-morpholin-2-ylmethyl]carbamat
  • SMILES CC(C)(C)OC(=O)NC[C@H]1CNCCO1

Description

tert-Butyl N-[(2R)-morpholin-2-ylmethyl]carbamate features a chiral morpholinomethyl group that enables stereoselective transformations in peptide synthesis. This bench-stable carbamate delivers precise nitrogen protection with orthogonal deprotection compatibility, facilitating efficient coupling sequences under mild conditions.

Application

tert-Butyl N-[(2R)-morpholin-2-ylmethyl]carbamate serves as a stable, bench-ready chiral building block for medicinal chemistry applications. It functions as a protected amine surrogate, enabling straightforward incorporation of the (2R)-morpholin-2-ylmethyl group into complex scaffolds. The tert-butyl carbamate moiety provides excellent stability and orthogonal deprotection compatibility, while the morpholine ring offers favorable solubility and metabolic stability in downstream compounds. Its defined stereochemistry ensures consistent reactivity in asymmetric synthesis.

Synthesis

  • Route1
    • Tert-butyl (S)-((4-benzylmorpholin-2-yl)methyl)carbamate|CS-0540565
      186293-56-1
    • ~94%
    • In-stock
      tert-Butyl N-[(2R)-morpholin-2-ylmethyl]carbamate|CS-0048022
      186202-57-3

    References

    • GLAXO GROUP LIMITED Patent: WO2007/71936 A1, 2007 ; Location in patent: Page/Page column 87 ;
  • Route2
    • null|null
      956010-37-0
    • ~%
    • In-stock
      tert-Butyl N-[(2R)-morpholin-2-ylmethyl]carbamate|CS-0048022
      186202-57-3

    References

    • WO2007/122258 A1, ; Page/Page column 65-66 ;
  • Route3
    • null|null
      956010-38-1
    • ~%
    • In-stock
      tert-Butyl N-[(2R)-morpholin-2-ylmethyl]carbamate|CS-0048022
      186202-57-3

    References

    • WO2007/122258 A1, ; Page/Page column 66 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   59.59
  • LogP   0.4995
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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