tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Name: tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
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CAS No. 622867-52-1
Cat. No. CS-W018409
Purity≥96%
MDL No.MFCD12408124

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tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate|CS-W018409

Structure of 622867-52-1

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General Information

CAS No. 622867-52-1
Cat. No. CS-W018409
Purity ≥96%
MDL No. MFCD12408124
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₁NO₃
Molecular Weight None
Synonym(s) tert-butyl 6-(hydroxymethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylate
SMILES OCC1=CC=C(CN(C(OC(C)(C)C)=O)CC2)C2=C1

Description

tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate features a bench-stable dihydroisoquinoline core with a pendant hydroxymethyl group, enabling direct functionalization in late-stage synthesis. The tert-butyl ester facilitates selective deprotection and compatibility with diverse reaction conditions. This scaffold integrates readily into bioactive molecule architectures requiring nitrogen heterocycles with tailored polarity and steric profile.

Application

tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate serves as a versatile intermediate for isoquinoline-based scaffold construction. The hydroxymethyl group enables selective oxidation to aldehyde or carboxylic acid, while the protected amine facilitates downstream functionalization. Its bench-stable tert-butyl carbamate handle supports efficient purification and orthogonal transformations, making it well-suited for medicinal chemistry campaigns involving nitrogen-containing heterocycles.

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 49.77
LogP 2.4721
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

CAS No. 622867-52-1

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