(2S,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanenitrile

Name: (2S,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanenitrile
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CAS No. 241479-74-3
Cat. No. CS-Z0013
Purity≥98%
MDL No.MFCD28411477

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(2S,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanenitrile|CS-Z0013

Structure of 241479-74-3

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General Information

CAS No. 241479-74-3
Cat. No. CS-Z0013
Purity ≥98%
MDL No. MFCD28411477
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₂F₂N₄O
Molecular Weight 278.26
Synonym(s) (αS,βR)-β-(2,5-Difluorophenyl)-β-hydroxy-α-methyl-1H-1,2,4-triazole-1-butanenitrile
SMILES FC1=C([C@@]([C@H](C#N)C)(O)CN2N=CN=C2)C=C(F)C=C1

Description

This chiral nitrile features a (2S,3R)-configured core with a 1H-1,2,4-triazolyl group and a 2,5-difluorophenyl substituent. The hydroxy and methyl groups at C3 and C2 provide stereochemical control, while the triazolyl moiety enhances solubility and hydrogen-bonding capacity. Bench-stable under standard conditions, it serves as a key intermediate in the synthesis of bioactive heterocycles.

Application

(2S,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanenitrile serves as a chiral building block for medicinal chemistry campaigns, enabling efficient access to triazole-containing scaffolds via standard coupling and functional group interconversions. Its bench-stable hydroxyl and nitrile groups tolerate diverse reaction conditions, while the 2,5-difluorophenyl moiety enhances metabolic stability and modulates lipophilicity in target molecule design.

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 74.73
LogP 1.60378
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(2S,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanenitrile

CAS No. 241479-74-3

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