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CS-W001157 4
Total: USD 88.00

tert-Butyl (2-hydroxypropyl)carbamate

  • CAS No. 95656-86-3

  • Cat. No. CS-0046742
  • Purity≥95%
  • MDL No.MFCD02093569

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

tert-Butyl (2-hydroxypropyl)carbamate|CS-0046742

Structure of 95656-86-3

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General Information

  • CAS No. 95656-86-3
  • Cat. No. CS-0046742
  • Purity ≥95%
  • MDL No. MFCD02093569
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₇NO₃
  • Molecular Weight 175.23
  • Synonym(s) None
  • SMILES CC(O)CNC(OC(C)(C)C)=O

Description

tert-Butyl (2-hydroxypropyl)carbamate delivers a protected hydroxyl group with enhanced stability under standard conditions. This bench-stable carbamate features a sterically hindered tert-butyl moiety that resists premature deprotection, enabling reliable incorporation into complex molecular architectures. The pendant hydroxypropyl chain provides solubility and compatibility in diverse synthetic environments.

Application

tert-Butyl (2-hydroxypropyl)carbamate serves as a stable, bench-ready amino protecting group for primary amines, enabling efficient N-alkylation and subsequent deprotection under mild acidic conditions. Its hydroxyl functionality provides orthogonal handle for further derivatization, enhancing utility in peptide synthesis and complex molecule assembly. The compound exhibits excellent functional group tolerance and facilitates straightforward purification, making it a practical choice for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Lew, Willard; Baskaran, Subramanian; Oslob, Johan D.; Yoburn, Joshua C.; Zhong, Min Patent: US2006/35908 A1, 2006 ; Location in patent: Page/Page column 108 ; US 20060035908 A1
  • Route2
    • null|null
      147252-81-1
    • In-stock
      1-Aminopropan-2-ol|CS-W016685
      78-96-6
    • ~83%
    • In-stock
      tert-Butyl (2-hydroxypropyl)carbamate|CS-0046742
      95656-86-3

    References

    • Menendez; Gotor Synthesis, 1993 , # 1 p. 72 - 74
  • Route3

    References

    • Synthesis, , # 1 p. 72 - 74

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   0.8919
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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