(2-(Tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)boronic acid

Name: (2-(Tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)boronic acid
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CAS No. 1312765-94-8
Cat. No. CS-0321046
Molecule weightNone
Purity≥95%
MDL No.MFCD08752239

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(2-(Tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)boronic acid|CS-0321046

Structure of 1312765-94-8

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General Information

CAS No. 1312765-94-8
Cat. No. CS-0321046
Purity ≥95%
MDL No. MFCD08752239
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₀BNO₄
Molecular Weight None
Synonym(s) 2-Boc-3,4-dihydro-1H-isoquinoline-6-boronic acid
SMILES CC(C)(C)OC(=O)N1CCC2=CC(=CC=C2C1)B(O)O

Description

This tetrahydroisoquinoline-based boronic acid features a tert-butoxycarbonyl-protected amine and a pendant boronic acid group, enabling direct incorporation into Suzuki-Miyaura cross-coupling reactions. The Boc handle ensures stability during purification and storage, while the electron-rich heterocyclic core supports efficient coupling under mild conditions.

Application

(2-(Tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)boronic acid serves as a stable, bench-ready building block for the construction of tetrahydroisoquinoline-based scaffolds in medicinal chemistry. Its boronic acid functionality enables efficient Suzuki-Miyaura cross-coupling reactions under mild conditions, while the tert-butoxycarbonyl group provides protection for the nitrogen and enhances solubility. The compound exhibits good functional group tolerance and facilitates straightforward deprotection to yield the free amine, making it well-suited for iterative synthesis of complex heterocycles and API candidates.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 70
LogP 0.6596
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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(2-(Tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)boronic acid

CAS No. 1312765-94-8

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