tert-Butyl 4-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate

Name: tert-Butyl 4-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate
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CAS No. 1145753-88-3
Cat. No. CS-0199279
Purity≥95%
MDL No.None

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tert-Butyl 4-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate|CS-0199279

Structure of 1145753-88-3

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General Information

CAS No. 1145753-88-3
Cat. No. CS-0199279
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₀N₂O₂
Molecular Weight 248.32
Synonym(s) None
SMILES CC(C)(C)OC(=O)N1CC2=CC=CC=C2C(C1)N

Description

tert-Butyl 4-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate delivers a bench-stable, electron-rich dihydroisoquinoline scaffold with a pendant amine for facile derivatization. This protected amino-aldehyde precursor integrates readily into synthetic routes requiring nitrogen heterocycles with tunable reactivity and enhanced solubility in organic media.

Application

tert-Butyl 4-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate serves as a versatile building block for the synthesis of isoquinoline-based scaffolds, enabling efficient access to medicinally relevant heterocycles. The protected amine and carboxylate functionalities offer orthogonal reactivity, facilitating downstream transformations such as amidation, alkylation, and transition-metal-catalyzed coupling reactions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthesis 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 : H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P405-P501

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Computational Chemistry Data

TPSA 55.56
LogP 2.4371
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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tert-Butyl 4-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate

CAS No. 1145753-88-3

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