Tert-butyl 3-benzyl-6-oxo-3,8-diazabicyclo[3.2.1]Octane-8-carboxylate

Name: Tert-butyl 3-benzyl-6-oxo-3,8-diazabicyclo[3.2.1]Octane-8-carboxylate
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CAS No. 2306274-51-9
Cat. No. CS-0490259
Purity≥95%
MDL No.MFCD31926163

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Tert-butyl 3-benzyl-6-oxo-3,8-diazabicyclo[3.2.1]Octane-8-carboxylate|CS-0490259

Structure of 2306274-51-9

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Description

Tert-butyl 3-benzyl-6-oxo-3,8-diazabicyclo[3.2.1]octane-8-carboxylate features a rigid bicyclic scaffold with dual nitrogen sites and a ketone at the 6-position, enabling selective functionalization in complex heterocycle synthesis. The tert-butyl ester group provides stability and ease of removal under mild acidic conditions, while the benzyl moiety enhances solubility and serves as a handle for downstream derivatization. This compound integrates readily into medicinal chemistry campaigns targeting constrained bioactive architectures.

Application

Tert-butyl 3-benzyl-6-oxo-3,8-diazabicyclo[3.2.1]octane-8-carboxylate serves as a versatile bicyclic scaffold for medicinal chemistry and synthetic methodology development. Its structure features a constrained diazabicyclo[3.2.1]octane core with orthogonal functional handles: a benzyl group at C3, a ketone at C6, and a tert-butyl ester at C8. The ketone enables enolate formation and nucleophilic addition reactions, while the ester facilitates selective hydrolysis or derivatization. The molecule exhibits good bench stability and compatibility with standard protecting group strategies, enabling efficient access to complex heterocyclic systems and drug-like scaffolds in multi-step synthesis.

General Information

CAS No. 2306274-51-9
Cat. No. CS-0490259
Purity ≥95%
MDL No. MFCD31926163
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₄N₂O₃
Molecular Weight 316.39
Synonym(s) tert-Butyl 3-benzyl-6-oxo-3,8-diazabicycl o[3.2.1]octane-8-carboxylate
SMILES CC(C)(C)OC(=O)N1C2C(=O)CC1CN(CC3=CC=CC=C3)C2

Computational Chemistry Data

TPSA 49.85
LogP 2.4493
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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Tert-butyl 3-benzyl-6-oxo-3,8-diazabicyclo[3.2.1]Octane-8-carboxylate

CAS No. 2306274-51-9

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