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CS-W001157 4
Total: USD 88.00

Benzyl (4-hydroxybutyl)carbamate

  • CAS No. 17996-13-3

  • Cat. No. CS-0095264
  • Purity≥97%
  • MDL No.MFCD01861335

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

Benzyl (4-hydroxybutyl)carbamate|CS-0095264

Structure of 17996-13-3

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General Information

  • CAS No. 17996-13-3
  • Cat. No. CS-0095264
  • Purity ≥97%
  • MDL No. MFCD01861335
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇NO₃
  • Molecular Weight 223.27
  • Synonym(s) None
  • SMILES O=C(OCC=1C=CC=CC1)NCCCCO

Description

Benzyl (4-hydroxybutyl)carbamate serves as a protected amino acid surrogate, integrating a hydroxyl-functionalized aliphatic chain with a stable carbamate linkage. This structure enables controlled release in peptide synthesis and facilitates selective derivatization under mild conditions. The benzyl ester moiety enhances solubility and stability during handling.

Application

Benzyl (4-hydroxybutyl)carbamate serves as a robust, bench-stable protecting group for primary amines and hydroxyl functionalities. It enables selective protection in complex molecule synthesis, offering orthogonal deprotection under mild hydrogenolysis or acidic conditions. Its compatibility with diverse reaction environments and ease of purification make it a practical choice for peptide coupling, glycosylation, and heterocycle construction workflows.

Synthesis

  • Route1
    • In-stock
      4-Aminobutan-1-ol|CS-W002041
      13325-10-5
    • null|null
      501-53-1
    • ~99%
    • In-stock
      Benzyl (4-hydroxybutyl)carbamate|CS-0095264
      17996-13-3

    References

    • Kometani, Miki; Ihara, Kohki; Kimura, Rumi; Kinoshita, Hideki Bulletin of the Chemical Society of Japan, 2009 , vol. 82, # 3 p. 364 - 380
  • Route2
    • Benzyl 2-oxopyrrolidine-1-carboxylate|CS-0334073
      14468-80-5
    • ~91%
    • In-stock
      Benzyl (4-hydroxybutyl)carbamate|CS-0095264
      17996-13-3

    References

    • Ito, Masato; Koo, Lee Wei; Himizu, Akio; Kobayashi, Chika; Sakaguchi, Ayaka; Ikariya, Takao Angewandte Chemie - International Edition, 2009 , vol. 48, # 7 p. 1324 - 1327
  • Route3
    • null|null
      1346132-49-7
    • ~99%
    • In-stock
      Benzyl (4-hydroxybutyl)carbamate|CS-0095264
      17996-13-3

    References

    • Liu, Jian-Dong; Chen, Ying-Chun; Zhang, Guo-Biao; Li, Zhi-Qiang; Chen, Peng; Du, Ji-Yuan; Tu, Yong-Qiang; Fan, Chun-An Advanced Synthesis and Catalysis, 2011 , vol. 353, # 14-15 p. 2721 - 2730

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-H319
Precautionary Statements : P264-P270-P280

Quality Control

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Computational Chemistry Data

  • TPSA   58.56
  • LogP   1.6853
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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