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(S)-tert-Butyl but-3-yn-2-ylcarbamate

  • CAS No. 118080-79-8

  • Cat. No. CS-0158583
  • Purity≥97%
  • MDL No.MFCD18835704

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

(S)-tert-Butyl but-3-yn-2-ylcarbamate|CS-0158583

Structure of 118080-79-8

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General Information

  • CAS No. 118080-79-8
  • Cat. No. CS-0158583
  • Purity ≥97%
  • MDL No. MFCD18835704
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅NO₂
  • Molecular Weight 169.22
  • Synonym(s) tert-Butyl ((1S)-1-methyl-2-propyn-1-yl)carbamate
  • SMILES C#C[C@@H](NC(OC(C)(C)C)=O)C

Description

(S)-tert-Butyl but-3-yn-2-ylcarbamate features a chiral propargylic alcohol scaffold with a robust tert-butyl carbamate protecting group. This configuration enables stereocontrolled access to functionalized alkynes in asymmetric synthesis, offering stability under standard conditions and compatibility with palladium-catalyzed coupling reactions.

Application

(S)-tert-Butyl but-3-yn-2-ylcarbamate serves as a chiral building block for the synthesis of enantiomerically pure propargylic amines and heterocyclic scaffolds. Its terminal alkyne functionality enables efficient copper-catalyzed coupling reactions, while the carbamate group provides reliable protection for primary amines under standard reaction conditions. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

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   38.33
  • LogP   1.5328
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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