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Catalog Number:
41602
CAS Number:
113451-59-5
(1S,4S)-(-)-2-Boc-2,5-diazabicyclo[2.2.1]heptane
Purity:
≥ 94% (GC)
Synonym(s):
tert-Butyl(1S,4S)-(-)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
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Product Information

(1S,4S)-(-)-2-Boc-2,5-diazabicyclo[2.2.1]heptane is a versatile compound widely utilized in organic synthesis and medicinal chemistry. This bicyclic structure features a tert-butyl carbamate protecting group, which enhances its stability and reactivity, making it an ideal intermediate for the synthesis of complex molecules. Researchers often leverage this compound for its ability to facilitate the formation of nitrogen-containing heterocycles, which are crucial in the development of pharmaceuticals and agrochemicals. Its unique bicyclic framework allows for selective functionalization, providing chemists with a valuable tool for creating diverse chemical libraries.

In addition to its synthetic utility, (1S,4S)-(-)-2-Boc-2,5-diazabicyclo[2.2.1]heptane has shown promise in the field of drug discovery, particularly in the design of inhibitors and modulators for various biological targets. Its favorable properties, such as enhanced solubility and bioavailability, make it a preferred choice for researchers aiming to optimize lead compounds. By incorporating this compound into their workflows, professionals can streamline their research processes and achieve more efficient results in their projects.

Synonyms
tert-Butyl(1S,4S)-(-)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
CAS Number
113451-59-5
Purity
≥ 94% (GC)
Molecular Formula
C10H18N2O2
Molecular Weight
198.26
MDL Number
MFCD01569250
PubChem ID
2760898
Melting Point
74 - 76 °C (Lit.)
Appearance
White to off-white crystaline powder
Optical Rotation
[á]22/D = -44 ° (C = 1 in Chloroform)
Conditions
Store at 2 - 8 °C
General Information
Synonyms
tert-Butyl(1S,4S)-(-)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
CAS Number
113451-59-5
Purity
≥ 94% (GC)
Molecular Formula
C10H18N2O2
Molecular Weight
198.26
MDL Number
MFCD01569250
PubChem ID
2760898
Melting Point
74 - 76 °C (Lit.)
Appearance
White to off-white crystaline powder
Optical Rotation
[á]22/D = -44 ° (C = 1 in Chloroform)
Conditions
Store at 2 - 8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

(1S,4S)-(-)-2-Boc-2,5-diazabicyclo[2.2.1]heptane is widely utilized in research focused on:

  • Pharmaceutical Development: This compound serves as a key intermediate in the synthesis of various pharmaceuticals, particularly those targeting neurological disorders. Its unique structure allows for the development of compounds with enhanced bioactivity.
  • Catalysis: It is employed as a chiral catalyst in asymmetric synthesis, facilitating the production of enantiomerically pure compounds. This is crucial in the production of drugs where the specific orientation of molecules can significantly impact efficacy.
  • Material Science: The compound is used in the formulation of advanced materials, such as polymers and coatings, that require specific mechanical properties and chemical resistance, making it valuable in industries like automotive and aerospace.
  • Biotechnology: In the field of biotechnology, it is utilized in the development of novel enzyme inhibitors, which can lead to breakthroughs in treating diseases by targeting specific biological pathways.
  • Research and Development: This compound is a valuable tool in academic and industrial research settings, aiding scientists in exploring new chemical reactions and mechanisms, thus fostering innovation in synthetic chemistry.

Citations