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CS-W001157 4
Total: USD 88.00

N-tert-Butoxycarbonyl-L-tryptophanol

  • CAS No. 82689-19-8

  • Cat. No. CS-W009151
  • Purity≥97%
  • MDL No.MFCD00235953

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

N-tert-Butoxycarbonyl-L-tryptophanol|CS-W009151

Structure of 82689-19-8

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General Information

  • CAS No. 82689-19-8
  • Cat. No. CS-W009151
  • Purity ≥97%
  • MDL No. MFCD00235953
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₂N₂O₃
  • Molecular Weight 290.36
  • Synonym(s) 1,1-Dimethylethyl[(1S)-2-hydroxy-1-(1H-indol-3-ylmethyl)ethyl]carbamate; tert-Butyl [(2S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]carbamate
  • SMILES O=C(OC(C)(C)C)N[C@@H](CC1=CNC2=C1C=CC=C2)CO

Description

N-tert-Butoxycarbonyl-L-tryptophanol features a protected indole side chain and a primary alcohol functionality, enabling direct incorporation into peptide synthesis workflows. The tert-butoxycarbonyl group ensures stability during handling and reaction sequences, while the hydroxyl moiety supports further derivatization. This building block facilitates the construction of complex tryptophan-containing peptides under standard conditions.

Application

N-tert-Butoxycarbonyl-L-tryptophanol serves as a protected amino alcohol building block for peptide and heterocyclic synthesis, enabling direct functionalization at the side chain while maintaining stability under standard coupling conditions. Its tert-butoxycarbonyl (Boc) group provides robust protection of the amine, facilitating orthogonal handling in multi-step sequences. The pendant hydroxyl group allows selective derivatization, supporting applications in macrocycle formation and glycosylation studies.

Safety Information

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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   74.35
  • LogP   2.596
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   4

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