tert-Butyl (1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-carboxylate, CAS No. 113451-59-5

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113451-59-5

Catalog No. EBD14166

CAS 113451-59-5

Name tert-Butyl (1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-carboxylate

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Basic Information

Synonyms: (1S,4S)-2-BOC-2,5-diazabicyclo(2.2.1)heptane tert.-Butyl(1S,4S)-2,5-diazabicyclo(2.2.1)heptane-2-carboxylate 1,1-Dimethylethyl(1S,4S)-2,5-diazabicyclo(2.2.1)heptane-2-carboxylate (1S,4S)-2-t-Boc-2,5-diazabicyclo(1S,4S)-2-t-Boc-2,5-diazabicyclo[2.2.1]heptane (1S,4S)-2-Boc-2,5-diazabicyclo[2.2.1]heptane N-(tert-Butoxycarbonyl)-2,5-diazabicyclo[2.2.1]heptane tert-Butyl(1S,4S)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate tert-butyl2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (1s,4s)-5-boc-2,5-diazabicyclo[2.2.1]heptane tert-Butyl(1S,4S)-2,5-diazabicyclo[2.2.1]heptan

Molecular Formula: C10H18N2O2

Molecular Weight: 198.26

MDL Number: MFCD01569250

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(1S,4S)-2-Boc-2,5-diazabicyclo[2.2.1]heptane is a chiral bicyclic diamine derivative featuring a Boc (tert-butoxycarbonyl) protecting group on one nitrogen atom. This specific stereoisomer possesses a rigid, bridged bicyclic structure, which is a key scaffold in medicinal chemistry for imparting conformational constraint to potential drug molecules. Its primary and most significant application is as a sophisticated pharmaceutical intermediate and a chiral building block. The constrained geometry of the 2,5-diazabicyclo[2.2.1]heptane core is highly valuable for constructing bioactive molecules, particularly in the development of protease inhibitors and other therapeutics targeting the central nervous system. The Boc group serves as a standard protecting group for amines, allowing for selective deprotection and further functionalization in multi-step synthetic sequences. While its core utility lies in drug discovery, its well-defined structure and the presence of a protected amine also make it a specialized organic synthesis building block for researchers constructing complex, three-dimensional molecular architectures.

Physical Properties

Melting Point: 74-76 °C(lit.)

Boiling Point: 276.372 °C at 760 mmHg

Flash Point: 120.946 °C

Density: 1.105 g/cm3

Analytical Data

Appearance: White to slightly beige powder