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CS-W001157 4
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tert-Butyl (2-hydroxy-1-phenylethyl)carbamate

  • CAS No. 67341-01-9

  • Cat. No. CS-W022966
  • Purity≥97%
  • MDL No.MFCD01883039

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

tert-Butyl (2-hydroxy-1-phenylethyl)carbamate|CS-W022966

Structure of 67341-01-9

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General Information

  • CAS No. 67341-01-9
  • Cat. No. CS-W022966
  • Purity ≥97%
  • MDL No. MFCD01883039
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₉NO₃
  • Molecular Weight 237.30
  • Synonym(s) N-Boc-DL-2-phenylglycinol
  • SMILES O=C(OC(C)(C)C)NC(C1=CC=CC=C1)CO

Description

tert-Butyl (2-hydroxy-1-phenylethyl)carbamate delivers a protected hydroxyl group flanked by a chiral benzylic center, enabling stereocontrolled synthesis in complex molecule assembly. The carbamate moiety ensures stable protection under standard conditions while permitting selective deprotection via mild acidolysis. This scaffold integrates seamlessly into peptide and natural product frameworks, offering enhanced solubility and handling advantages in synthetic workflows.

Application

tert-Butyl (2-hydroxy-1-phenylethyl)carbamate serves as a stable, bench-friendly chiral auxiliary for asymmetric synthesis, enabling stereoselective transformations via its protected hydroxyl and amine functionalities. The carbamate group facilitates efficient deprotection under mild acidic conditions, while the pendant phenyl and hydroxyl moieties support orthogonal functionalization in complex molecule assembly. Its robust stability and predictable reactivity make it a reliable building block for pharmaceutical intermediates and natural product synthesis.

Synthesis

  • Route1

    References

    • Skerlj, Renato; Bridger, Gary; Zhou, Yuanxi; Bourque, Elyse; McEachern, Ernest; Metz, Markus; Harwig, Curtis; Li, Tong-Shuang; Yang, Wen; Bogucki, David; Zhu, Yongbao; Langille, Jonathan; Veale, Duane; Ba, Tuya; Bey, Michael; Baird, Ian; Kaller, Alan; Krumpak, Maria; Leitch, David; Satori, Michael; Vocadlo, Krystyna; Guay, Danielle; Nan, Susan; Yee, Helen; Crawford, Jason; Chen, Gang; Wilson, Trevor; Carpenter, Bryon; Gauthier, David; MacFarland, Ron; Mosi, Renee; Bodart, Veronique; Wong, Rebecca; Fricker, Simon; Schols, Dominique Journal of Medicinal Chemistry, 2013 , vol. 56, # 20 p. 8049 - 8065
  • Route2
    • null|null
      402741-11-1
    • ~99%
    • (S)-tert-Butyl (2-hydroxy-1-phenylethyl)carbamate Elagolix  Impurity|CS-0228960
      117049-14-6
    • In-stock
      tert-Butyl (2-hydroxy-1-phenylethyl)carbamate|CS-W022966
      67341-01-9

    References

    • List, Benjamin; Pojarliev, Peter; Biller, William T.; Martin, Harry J. Journal of the American Chemical Society, 2002 , vol. 124, # 5 p. 827 - 833
  • Route3
    • null|null
      510730-65-1
    • ~95%
    • In-stock
      tert-Butyl (2-hydroxy-1-phenylethyl)carbamate|CS-W022966
      67341-01-9

    References

    • Chakraborty, Tushar K.; Ghosh, Animesh Tetrahedron Letters, 2002 , vol. 43, # 52 p. 9691 - 9693

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   58.56
  • LogP   2.2447
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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