(S)-4-((1H-indol-3-yl)methyl)oxazolidin-2-one

Name: (S)-4-((1H-indol-3-yl)methyl)oxazolidin-2-one
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CAS No. 152153-01-0
Cat. No. CS-0138920
Purity≥97%
MDL No.None

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(S)-4-((1H-indol-3-yl)methyl)oxazolidin-2-one|CS-0138920

Structure of 152153-01-0

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General Information

CAS No. 152153-01-0
Cat. No. CS-0138920
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₂N₂O₂
Molecular Weight 216.24
Synonym(s) (S) - (+) - 4 - (1H-Indole-3-methyl) - 2-oxazolidone
SMILES O=C1OC[C@H](CC2=CNC3=C2C=CC=C3)N1

Description

(S)-4-((1H-indol-3-yl)methyl)oxazolidin-2-one is a chiral oxazolidinone scaffold bearing a strategically positioned indole moiety, enabling its use in asymmetric synthesis. This bench-stable derivative integrates readily into catalytic systems and serves as a robust auxiliary for stereoselective transformations.

Application

(S)-4-((1H-indol-3-yl)methyl)oxazolidin-2-one serves as a versatile chiral building block for the synthesis of indole-containing peptidomimetics and heterocyclic scaffolds. Its oxazolidinone ring provides excellent stereocontrol in nucleophilic transformations, while the benzyl-linked indole moiety enables direct incorporation into biologically relevant frameworks. The compound exhibits good bench stability, facilitates straightforward purification, and demonstrates broad functional group tolerance in standard coupling and cyclization protocols.

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 : P302+P352-P304+P340

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Computational Chemistry Data

TPSA 54.12
LogP 1.8188
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

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(S)-4-((1H-indol-3-yl)methyl)oxazolidin-2-one

CAS No. 152153-01-0

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