tert-Butyl (8-syn)-3-azabicyclo[3.2.1]oct-8-ylcarbamate

CAS No. 847795-98-6
Cat. No. CS-0049768
Purity≥97%
MDL No.MFCD26938414

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tert-Butyl (8-syn)-3-azabicyclo[3.2.1]oct-8-ylcarbamate|CS-0049768

Structure of 847795-98-6

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Description

tert-Butyl (8-syn)-3-azabicyclo[3.2.1]oct-8-ylcarbamate features a rigid, nitrogen-containing bicyclic scaffold with a syn-configured carbamate protecting group. This configuration enhances stereochemical control in asymmetric synthesis, enabling efficient incorporation into complex alkaloid frameworks and peptidomimetic architectures under standard bench conditions.

Application

tert-Butyl (8-syn)-3-azabicyclo[3.2.1]oct-8-ylcarbamate serves as a conformationally constrained, stereodefined building block for medicinal chemistry and catalytic synthesis. The syn-configured bicyclic scaffold provides defined spatial orientation of the nitrogen center, enabling precise control in target-directed synthesis. Its tert-butyl carbamate group offers excellent bench stability, orthogonal deprotection compatibility, and facilitates purification via standard chromatographic methods. This compound functions effectively in transition-metal-catalyzed couplings and reductive amination protocols, supporting efficient access to complex heterocyclic architectures relevant to API development.

General Information

CAS No. 847795-98-6
Cat. No. CS-0049768
Purity ≥97%
MDL No. MFCD26938414
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₂N₂O₂
Molecular Weight 226.32
Synonym(s) tert-butyl Rel-((1R,5S,8S)-3-azabicyclo[3.2.1]octan-8-yl)carbamate
SMILES O=C(OC(C)(C)C)N[C@@H]1[C@@]2([H])CC[C@]1([H])CNC2

Computational Chemistry Data

TPSA 50.36
LogP 1.5091
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

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 Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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tert-Butyl (8-syn)-3-azabicyclo[3.2.1]oct-8-ylcarbamate

CAS No. 847795-98-6

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