tert-Butyl 7-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Name: tert-Butyl 7-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
Brand: ChemScene
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CAS No. 188576-49-0
Cat. No. CS-0112266
Purity≥98%
MDL No.MFCD08275036

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tert-Butyl 7-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate|CS-0112266

Structure of 188576-49-0

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Description

tert-Butyl 7-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate is a bench-stable, moisture-tolerant intermediate featuring a hydroxylated isoquinoline core. This derivative integrates readily into synthetic sequences requiring regioselective functionalization at the 7-position. The tert-butyl ester group enables straightforward deprotection under mild acidic conditions, facilitating access to the corresponding carboxylic acid for further derivatization.

Application

tert-Butyl 7-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate serves as a versatile intermediate in the synthesis of isoquinoline-based scaffolds, enabling efficient functionalization at the C7 position. The hydroxyl group facilitates derivatization via etherification, esterification, or oxidation to quinone derivatives, while the protected carboxylic acid allows for selective deprotection and coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for medicinal chemistry campaigns targeting CNS-active compounds and kinase inhibitors.

General Information

CAS No. 188576-49-0
Cat. No. CS-0112266
Purity ≥98%
MDL No. MFCD08275036
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₉NO₃
Molecular Weight 249.31
Synonym(s) 2-tert-butoxycarbonyl-7-hydroxy-1,2,3,4-tetrahydroisoquinoline
SMILES O=C(N1CC2=C(C=CC(O)=C2)CC1)OC(C)(C)C

Computational Chemistry Data

TPSA 49.77
LogP 2.6854
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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 Phenol

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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tert-Butyl 7-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

CAS No. 188576-49-0

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