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tert-Butyl (R)-(2-hydroxypropyl)carbamate

  • CAS No. 119768-44-4

  • Cat. No. CS-0046738
  • Purity≥98%
  • MDL No.MFCD04974338

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

tert-Butyl (R)-(2-hydroxypropyl)carbamate|CS-0046738

Structure of 119768-44-4

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General Information

  • CAS No. 119768-44-4
  • Cat. No. CS-0046738
  • Purity ≥98%
  • MDL No. MFCD04974338
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₇NO₃
  • Molecular Weight 175.23
  • Synonym(s) N-Boc-(R)-1-amino-2-propanol
  • SMILES C[C@@H](O)CNC(OC(C)(C)C)=O

Description

tert-Butyl (R)-(2-hydroxypropyl)carbamate features a chiral hydroxypropyl moiety flanked by a bench-stable tert-butyl carbamate group, enabling selective protection in asymmetric synthesis. This configuration supports efficient incorporation into complex molecular architectures under mild conditions, delivering enhanced stability and controlled deprotection kinetics.

Application

tert-Butyl (R)-(2-hydroxypropyl)carbamate serves as a chiral, bench-stable amino protecting group that facilitates asymmetric synthesis and peptide coupling workflows. It enables selective functionalization of primary amines in complex substrates, offers orthogonal deprotection under mild acidic conditions, and supports efficient purification due to its low polarity and high stability toward nucleophiles and bases.

Synthesis

  • Route1

    References

    • Tucci, Fabio C.; Zhu, Yun-Fei; Guo, Zhiqiang; Gross, Timothy D.; Connors Jr., Patrick J.; Struthers, R. Scott; Reinhart, Greg J.; Saunders, John; Chen, Chen Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 19 p. 3317 - 3322
  • Route2
    • null|null
      185426-06-6
    • ~72%
    • null|null
      15547-39-4
    • In-stock
      tert-Butyl (R)-(2-hydroxypropyl)carbamate|CS-0046738
      119768-44-4

    References

    • Enders, Dieter; Haertwig, Andreas; Raabe, Gerhard; Runsink, Jan European Journal of Organic Chemistry, 1998 , # 9 p. 1771 - 1792
  • Route3
    • null|null
      185426-06-6
    • ~74%
    • In-stock
      tert-Butyl (R)-(2-hydroxypropyl)carbamate|CS-0046738
      119768-44-4

    References

    • Enders, Dieter; Haertwig, Andreas; Rabe, Gerhard; Runsink, Jan Angewandte Chemie, 1996 , vol. 108, # 20 p. 2540 - 2542

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   0.8919
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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