5-((S)-2,2-Dimethyltetrahydro-2H-pyran-4-yl)-1-((1S,2S)-2-methyl-1-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)cyclopropyl)-1H-indole-2-carboxylic acid

Name: 5-((S)-2,2-Dimethyltetrahydro-2H-pyran-4-yl)-1-((1S,2S)-2-methyl-1-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)cyclopropyl)-1H-indole-2-carboxylic acid
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CAS No. 2212021-83-3
Cat. No. CS-0610669
Purity≥95%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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5-((S)-2,2-Dimethyltetrahydro-2H-pyran-4-yl)-1-((1S,2S)-2-methyl-1-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)cyclopropyl)-1H-indole-2-carboxylic acid|CS-0610669

Structure of 2212021-83-3

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General Information

CAS No. 2212021-83-3
Cat. No. CS-0610669
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₅N₃O₅
Molecular Weight 411.46
Synonym(s) None
SMILES O=C(O)C(N1[C@]2(C(N3)=NOC3=O)[C@@H](C)C2)=CC4=C1C=CC([C@H]5CCOC(C)(C)C5)=C4

Description

This indole-based scaffold integrates a sterically hindered tetrahydropyran moiety and a 1,2,4-oxadiazolone ring, enabling precise spatial positioning in target engagement. The carboxylic acid functionality provides a handle for conjugation or salt formation, while the (S)-configured cyclopropyl group enhances metabolic stability and binding affinity.

Application

This indole-based scaffold serves as a versatile building block for medicinal chemistry campaigns, featuring a sterically hindered tetrahydropyran ring and a strained cyclopropyl moiety that enhance metabolic stability. The 1,2,4-oxadiazolone functionality enables reliable bioisosteric replacement in drug design. The carboxylic acid group facilitates direct coupling reactions, while the (S)- and (R)-configured stereocenters ensure high diastereoselectivity in downstream transformations. Bench-stable and compatible with standard peptide coupling protocols, **5-((S)-2,2-Dimethyltetrahydro-2H-pyran-4-yl)-1-((1S,2S)-2-methyl-1-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)cyclopropyl)-1H-indole-2-carboxylic acid** functions effectively in API lead optimization and heterocyclic library synthesis.

Safety Information

Download SDS

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 N/A
LogP N/A
H_Acceptors N/A
H_Donors N/A
Rotatable_Bonds N/A

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Pyran compounds

Building Blocks Skeleton Aromatic heterocycle compounds Oxadiazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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5-((S)-2,2-Dimethyltetrahydro-2H-pyran-4-yl)-1-((1S,2S)-2-methyl-1-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)cyclopropyl)-1H-indole-2-carboxylic acid

CAS No. 2212021-83-3

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