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CS-W001157 4
Total: USD 88.00

tert-Butyl N-[(2S)-morpholin-2-ylmethyl]carbamate

  • CAS No. 875551-59-0

  • Cat. No. CS-0048020
  • Purity≥97%
  • MDL No.MFCD12545849

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

tert-Butyl N-[(2S)-morpholin-2-ylmethyl]carbamate|CS-0048020

Structure of 875551-59-0

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General Information

  • CAS No. 875551-59-0
  • Cat. No. CS-0048020
  • Purity ≥97%
  • MDL No. MFCD12545849
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₀N₂O₃
  • Molecular Weight None
  • Synonym(s) tert-Butyl-[(2S)-morpholin-2-ylmethyl]carbamat
  • SMILES CC(C)(C)OC(=O)NC[C@@H]1CNCCO1

Description

tert-Butyl N-[(2S)-morpholin-2-ylmethyl]carbamate features a chiral morpholine-bearing side chain that enables selective coupling in peptide synthesis. This bench-stable carbamate derivative facilitates efficient N-terminal protection, offering enhanced solubility and compatibility with diverse reaction conditions.

Application

tert-Butyl N-[(2S)-morpholin-2-ylmethyl]carbamate serves as a stable, bench-ready chiral building block for peptide and heterocyclic synthesis. The (2S)-configured morpholinomethyl group provides defined stereochemistry and enhances solubility in polar organic solvents. Its tert-butyl carbamate moiety enables orthogonal protection during multi-step sequences, facilitating efficient deprotection under mild acidic conditions. This compound functions effectively in amide coupling, nucleophilic substitution, and cyclization reactions, offering predictable reactivity and high purity for reproducible synthetic outcomes.

Synthesis

  • Route1
    • Tert-butyl (R)-((4-benzylmorpholin-2-yl)methyl)carbamate|CS-0540117
      875551-47-6
    • ~%
    • In-stock
      tert-Butyl N-[(2S)-morpholin-2-ylmethyl]carbamate|CS-0048020
      875551-59-0

    References

    • WO2006/105475 A1, ; Page/Page column 39 ; WO 2006/105475 A1
  • Route2
    • null|null
      956010-37-0
    • ~%
    • In-stock
      tert-Butyl N-[(2S)-morpholin-2-ylmethyl]carbamate|CS-0048020
      875551-59-0

    References

    • WO2008/6648 A1, ; Page/Page column 19; 29-30 ;
  • Route3
    • null|null
      956010-38-1
    • ~%
    • In-stock
      tert-Butyl N-[(2S)-morpholin-2-ylmethyl]carbamate|CS-0048020
      875551-59-0

    References

    • WO2008/6648 A1, ; Page/Page column 19; 30 ;

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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