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CS-W001157 4
Total: USD 88.00

tert-Butyl 4-(hydroxymethyl)benzylcarbamate

  • CAS No. 123986-64-1

  • Cat. No. CS-0067876
  • Purity≥97%
  • MDL No.MFCD06411553

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

tert-Butyl 4-(hydroxymethyl)benzylcarbamate|CS-0067876

Structure of 123986-64-1

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General Information

  • CAS No. 123986-64-1
  • Cat. No. CS-0067876
  • Purity ≥97%
  • MDL No. MFCD06411553
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₉NO₃
  • Molecular Weight 237.30
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCC1=CC=C(C=C1)CO

Description

tert-Butyl 4-(hydroxymethyl)benzylcarbamate features a benzylcarbamate scaffold with a pendant hydroxymethyl group, enabling selective derivatization at the alcohol site. The tert-butyl carbamate moiety provides stable protection for primary amines under standard conditions, while the benzylic hydroxyl offers compatibility with oxidation and coupling reactions. This bifunctional reagent streamlines synthesis of complex intermediates in medicinal chemistry and peptide modification workflows.

Application

tert-Butyl 4-(hydroxymethyl)benzylcarbamate serves as a versatile building block in medicinal chemistry, enabling the synthesis of benzylated scaffolds through orthogonal deprotection strategies. The hydroxymethyl group facilitates downstream functionalization via oxidation or coupling reactions, while the carbamate moiety offers stable protection under standard conditions. Its bench stability and compatibility with diverse reaction environments make it well-suited for multi-step synthesis and API development workflows.

Synthesis

  • Route1

    References

    • CHROMA THERAPEUTICS LTD Patent: WO2006/117549 A1, 2006 ; Location in patent: Page/Page column 147 ; WO 2006/117549 A1
  • Route2

    References

    • Solladie, Nathalie; Walther, Mathieu E.; Herschbach, Haiko; Leize, Emmanuelle; Dorsselaer, Alain Van; Duarte, Teresa M. Figueira; Nierengarten, Jean-Francois Tetrahedron, 2006 , vol. 62, # 9 p. 1979 - 1987
  • Route3

    References

    • Lagu, Bharat; Wachter, Michael Patent: US2006/293379 A1, 2006 ; Location in patent: Page/Page column 63 ; US 20060293379 A1

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   58.56
  • LogP   2.2036
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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