(S)-2-(2,6-Dioxotetrahydro-2H-pyran-3-yl)isoindoline-1,3-dione

Name: (S)-2-(2,6-Dioxotetrahydro-2H-pyran-3-yl)isoindoline-1,3-dione
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CAS No. 25830-77-7
Cat. No. CS-0186161
Molecule weight259.21
Purity≥95%
MDL No.None

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(S)-2-(2,6-Dioxotetrahydro-2H-pyran-3-yl)isoindoline-1,3-dione|CS-0186161

Structure of 25830-77-7

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General Information

CAS No. 25830-77-7
Cat. No. CS-0186161
Purity ≥95%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₉NO₅
Molecular Weight 259.21
Synonym(s) N-Phthaloyl-l-glutamic anhydride
SMILES C1=CC=C2C(=C1)C(=O)N([C@H]3CCC(=O)OC3=O)C2=O

Description

(S)-2-(2,6-Dioxotetrahydro-2H-pyran-3-yl)isoindoline-1,3-dione features a chiral pyranone moiety fused to an isoindoline-1,3-dione core, delivering high stereochemical fidelity. This bench-stable scaffold integrates readily into complex heterocyclic systems, enabling efficient access to functionalized polycyclic architectures via Diels-Alder cycloadditions and subsequent transformations.

Application

(S)-2-(2,6-Dioxotetrahydro-2H-pyran-3-yl)isoindoline-1,3-dione serves as a versatile chiral building block in synthetic organic chemistry, enabling the construction of complex heterocyclic scaffolds. Its pyranone-isoindoline architecture offers orthogonal functional group reactivity, facilitating selective transformations under mild conditions. The molecule exhibits excellent bench stability and clean reaction profiles, making it well-suited for iterative synthesis workflows in medicinal chemistry and process 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 80.75
LogP 0.5148
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

General Reagents Organic General Reagents

Key Words

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(S)-2-(2,6-Dioxotetrahydro-2H-pyran-3-yl)isoindoline-1,3-dione

CAS No. 25830-77-7

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