(S)-1-Boc-3,4-dihydro-2H-quinoline-2-carboxylic acid

Name: (S)-1-Boc-3,4-dihydro-2H-quinoline-2-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1187933-14-7
Cat. No. CS-0005421
Purity≥98%
MDL No.MFCD04115278

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-1-Boc-3,4-dihydro-2H-quinoline-2-carboxylic acid|CS-0005421

Structure of 1187933-14-7

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General Information

CAS No. 1187933-14-7
Cat. No. CS-0005421
Purity ≥98%
MDL No. MFCD04115278
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₉NO₄
Molecular Weight 277.32
Synonym(s) (s)-1-(Tert-butoxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxylic acid
SMILES O=C(OC(C)(C)C)N(C(C=CC=C1)=C1CC2)[C@@H]2C(O)=O

Description

(S)-1-Boc-3,4-dihydro-2H-quinoline-2-carboxylic acid features a chiral quinoline core with a bench-stable Boc-protected carboxylic acid moiety, enabling direct incorporation into peptide-like scaffolds. The dihydroquinoline ring system offers enhanced solubility and reduced oxidation susceptibility compared to aromatic analogs, facilitating use in asymmetric synthesis and medicinal chemistry applications.

Application

(S)-1-Boc-3,4-dihydro-2H-quinoline-2-carboxylic acid serves as a versatile chiral building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The Boc-protected amine enables orthogonal functionalization, while the dihydroquinoline core supports diverse transformations including hydrogenation, electrophilic substitution, and coupling reactions. Bench-stable and readily purified, it facilitates efficient access to complex scaffolds in medicinal chemistry campaigns.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 66.84
LogP 2.8275
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroquinoline compounds

Key Words

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(S)-1-Boc-3,4-dihydro-2H-quinoline-2-carboxylic acid

CAS No. 1187933-14-7

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