tert-Butyl 5-chloro-3-oxo-3H-spiro[isobenzofuran-1,4'-piperidine]-1'-carboxylate

Name: tert-Butyl 5-chloro-3-oxo-3H-spiro[isobenzofuran-1,4'-piperidine]-1'-carboxylate
Brand: ChemScene
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CAS No. 849106-20-3
Cat. No. CS-0091555
Purity≥97%
MDL No.MFCD24849714

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 5-chloro-3-oxo-3H-spiro[isobenzofuran-1,4'-piperidine]-1'-carboxylate|CS-0091555

Structure of 849106-20-3

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General Information

CAS No. 849106-20-3
Cat. No. CS-0091555
Purity ≥97%
MDL No. MFCD24849714
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₀ClNO₄
Molecular Weight 337.80
Synonym(s) tert-butyl 5-chloro-3-oxospiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate
SMILES O=C(N1CCC2(CC1)OC(C3=C2C=CC(Cl)=C3)=O)OC(C)(C)C

Description

tert-Butyl 5-chloro-3-oxo-3H-spiro[isobenzofuran-1,4'-piperidine]-1'-carboxylate features a spirocyclic architecture integrating an isobenzofuran moiety with a piperidine ring, delivering a rigid, electron-deficient scaffold. This bench-stable intermediate supports efficient access to complex heterocycles in medicinal chemistry and target-oriented synthesis.

Application

tert-Butyl 5-chloro-3-oxo-3H-spiro[isobenzofuran-1,4'-piperidine]-1'-carboxylate serves as a versatile spirocyclic building block for medicinal chemistry and natural product synthesis. The molecule combines a chlorinated isobenzofuran core with a piperidine tether, enabling site-specific functionalization via nucleophilic substitution or metal-catalyzed coupling. Its tert-butyl carbamate group offers excellent bench stability and convenient deprotection under mild acidic conditions. The embedded ketone supports downstream transformations including reductive amination and enolate chemistry, facilitating access to complex heterocyclic scaffolds relevant to API development.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 55.84
LogP 3.7366
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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tert-Butyl 5-chloro-3-oxo-3H-spiro[isobenzofuran-1,4'-piperidine]-1'-carboxylate

CAS No. 849106-20-3

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