tert-Butyl 1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate

Name: tert-Butyl 1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate
Brand: ChemScene
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CAS No. 1228079-29-5
Cat. No. CS-0136145
Purity≥98%
MDL No.MFCD22689932

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tert-Butyl 1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate|CS-0136145

Structure of 1228079-29-5

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General Information

CAS No. 1228079-29-5
Cat. No. CS-0136145
Purity ≥98%
MDL No. MFCD22689932
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₃NO₃
Molecular Weight 301.38
Synonym(s) Tert-butyl 3-oxospiro[1h-indene-2,4'-piperidine]-1'-carboxylate
SMILES O=C(N1CCC(CC2=C3C=CC=C2)(CC1)C3=O)OC(C)(C)C

Description

tert-Butyl 1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate features a spirocyclic architecture integrating an indene core with a piperidine ring, enabling precise stereocontrol in synthesis. The tert-butyl ester group provides stability and ease of deprotection under mild conditions, while the oxo functionality offers a reactive handle for downstream functionalization. This scaffold serves as a key intermediate in constructing complex alkaloid frameworks and bioactive molecules.

Application

tert-Butyl 1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate serves as a versatile spirocyclic scaffold for medicinal chemistry and natural product synthesis. The indene core provides rigidity and defined stereochemistry, while the piperidine nitrogen and ester functionality enable sequential functionalization. It facilitates efficient access to complex heterocycles via standard transformations such as reductive amination, amide coupling, and cyclization reactions. Bench-stable and amenable to purification by chromatography, it functions effectively in multi-step synthetic sequences requiring structural diversity and stability.

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
Precautionary Statements : P261-P302+P352

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Computational Chemistry Data

TPSA 46.61
LogP 3.4427
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-carboxylate

CAS No. 1228079-29-5

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