t-Butyl (3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-isopropylidenedioxy-6-heptenoate

Name: t-Butyl (3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-isopropylidenedioxy-6-heptenoate
Brand: ChemScene
Availability: InStock
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CAS No. 147489-06-3
Cat. No. CS-0162282
Purity≥98%
MDL No.MFCD12911897

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t-Butyl (3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-isopropylidenedioxy-6-heptenoate|CS-0162282

Structure of 147489-06-3

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Description

t-Butyl (3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-isopropylidenedioxy-6-heptenoate features a sterically hindered t-butyl ester and a chiral quinoline core with defined stereochemistry. This configuration enables precise spatial control in synthetic transformations, particularly in the construction of complex heterocyclic scaffolds. The molecule integrates a cyclopropyl group and fluorinated phenyl moiety, enhancing lipophilicity and metabolic stability. Its bench-stable nature supports reliable handling under standard conditions.

Application

t-Butyl (3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-isopropylidenedioxy-6-heptenoate serves as a versatile synthetic intermediate for constructing complex quinoline-based scaffolds. Its stabilized enol ether functionality enables selective transformations under mild conditions, while the t-butyl ester facilitates easy deprotection. The molecule exhibits excellent bench stability and functional group tolerance, making it well-suited for iterative synthesis in medicinal chemistry campaigns targeting kinase inhibitors and other bioactive heterocycles.

General Information

CAS No. 147489-06-3
Cat. No. CS-0162282
Purity ≥98%
MDL No. MFCD12911897
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₂H₃₆FNO₄
Molecular Weight 517.63
Synonym(s) tert-Butyl [(4R,6S)-6-{(E)-2-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]ethenyl}-2,2-dimethyl-1,3-dioxan-4-yl]acetate
SMILES O=C(OC(C)(C)C)C[C@H](OC(C)(O1)C)C[C@H]1/C=C/C2=C(C3=CC=C(F)C=C3)C4=CC=CC=C4N=C2C5CC5

Computational Chemistry Data

TPSA 57.65
LogP 7.5735
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 6

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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Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Olefins

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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t-Butyl (3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-isopropylidenedioxy-6-heptenoate

CAS No. 147489-06-3

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