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(9H-Fluoren-9-yl)methyl prop-2-yn-1-ylcarbamate

  • CAS No. 127896-08-6

  • Cat. No. CS-0159614
  • Purity≥97%
  • MDL No.None

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

(9H-Fluoren-9-yl)methyl prop-2-yn-1-ylcarbamate|CS-0159614

Structure of 127896-08-6

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General Information

  • CAS No. 127896-08-6
  • Cat. No. CS-0159614
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₅NO₂
  • Molecular Weight 277.32
  • Synonym(s) (9H-fluoren-9-yl)methyl prop-2-ynylcarbamate
  • SMILES O=C(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)NCC#C

Description

(9H-Fluoren-9-yl)methyl prop-2-yn-1-ylcarbamate is a robust, bench-stable protecting group for primary amines in peptide synthesis. The fluorenylmethyl moiety enables efficient removal under mild basic conditions, while the propargyl carbamate linkage offers excellent stability and compatibility with diverse reaction environments.

Application

(9H-Fluoren-9-yl)methyl prop-2-yn-1-ylcarbamate serves as a robust, bench-stable carbamate protecting group for amines, enabling efficient orthogonal protection in peptide and oligonucleotide synthesis. Its propargyl linker facilitates traceless removal via copper-catalyzed azide–alkyne cycloaddition (CuAAC), supporting rapid deprotection under mild conditions. The fluorenylmethyl moiety ensures high solubility and ease of purification, while the terminal alkyne supports further functionalization through click chemistry, enhancing its utility in modular synthetic workflows.

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 : H303-H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   3.1583
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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