tert-Butyl N-{3-formylbicyclo[1.1.1]pentan-1-yl}carbamate

Name: tert-Butyl N-{3-formylbicyclo[1.1.1]pentan-1-yl}carbamate
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CAS No. 1638771-06-8
Cat. No. CS-0047903
Purity≥97%
MDL No.MFCD27987008

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl N-{3-formylbicyclo[1.1.1]pentan-1-yl}carbamate|CS-0047903

Structure of 1638771-06-8

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General Information

CAS No. 1638771-06-8
Cat. No. CS-0047903
Purity ≥97%
MDL No. MFCD27987008
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇NO₃
Molecular Weight 211.26
Synonym(s) None
SMILES O=CC12CC(NC(=O)OC(C)(C)C)(C1)C2

Description

tert-Butyl N-{3-formylbicyclo[1.1.1]pentan-1-yl}carbamate features a rigid, electron-deficient bicyclic core paired with a formyl group at the 3-position, enabling direct functionalization in complex molecular architectures. The tert-butyl carbamate moiety provides stability and convenient deprotection under mild acidic conditions. This combination supports rapid access to constrained scaffolds in medicinal chemistry and fragment-based drug discovery.

Application

tert-Butyl N-{3-formylbicyclo[1.1.1]pentan-1-yl}carbamate serves as a versatile building block in synthetic organic chemistry, leveraging the rigid bicyclo[1.1.1]pentane scaffold for three-dimensional molecular design. The formyl group enables direct functionalization via reductive amination, oxime formation, or nucleophilic addition, while the tert-butyl carbamate provides a stable, easily removable protecting group. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient incorporation into complex architectures, including medicinal chemistry lead optimization and macrocyclic scaffold construction.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 55.4
LogP 1.6327
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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tert-Butyl N-{3-formylbicyclo[1.1.1]pentan-1-yl}carbamate

CAS No. 1638771-06-8

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