(3aS,8aR)-3,3a,8,8a-Tetrahydro-2H-indeno[1,2-d]oxazol-2-one

Name: (3aS,8aR)-3,3a,8,8a-Tetrahydro-2H-indeno[1,2-d]oxazol-2-one
Brand: ChemScene
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CAS No. 135969-64-1
Cat. No. CS-0098288
Molecule weight175.18
Purity≥97%
MDL No.None

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Hazmat Ground shipping	$50.00+
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(3aS,8aR)-3,3a,8,8a-Tetrahydro-2H-indeno[1,2-d]oxazol-2-one|CS-0098288

Structure of 135969-64-1

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General Information

CAS No. 135969-64-1
Cat. No. CS-0098288
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉NO₂
Molecular Weight 175.18
Synonym(s) (3aS-cis)-(-)-3,3a,8,8a-Tetrahydro-2H-indeno[1,2-d]oxazol-2-one
SMILES O=C1O[C@@](CC2=C3C=CC=C2)([H])[C@@]3([H])N1

Description

This tetrahydroindeno[1,2-d]oxazolone features a rigid, fused bicyclic scaffold with a lactam functionality, offering enhanced stability and defined stereochemistry. The 3aS,8aR configuration enables predictable reactivity in asymmetric synthesis, where the carbonyl group serves as a key handle for nucleophilic transformations. Its bench-stable nature supports reliable use in multi-step synthetic sequences.

Application

(3aS,8aR)-3,3a,8,8a-Tetrahydro-2H-indeno[1,2-d]oxazol-2-one serves as a versatile chiral building block for the synthesis of bioactive heterocycles. Its rigid fused ring system provides defined stereochemistry and enhances metabolic stability in medicinal chemistry applications. The oxazolone functionality enables selective nucleophilic additions and participates in transition-metal-catalyzed coupling reactions. Bench-stable and readily purified by flash chromatography, it facilitates efficient access to complex scaffolds in API development workflows.

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 38.33
LogP 1.3922
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Oxazolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(3aS,8aR)-3,3a,8,8a-Tetrahydro-2H-indeno[1,2-d]oxazol-2-one

CAS No. 135969-64-1

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