2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

Name: 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 872001-50-8
Cat. No. CS-0146217
Purity≥98%
MDL No.MFCD03094739

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2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid|CS-0146217

Structure of 872001-50-8

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General Information

CAS No. 872001-50-8
Cat. No. CS-0146217
Purity ≥98%
MDL No. MFCD03094739
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₉NO₄
Molecular Weight 277.32
Synonym(s) 2-N-Boc-3,4-Dihydro-1H-isoquinoline-5-carboxylic acid
SMILES O=C(C1=CC=CC2=C1CCN(C(OC(C)(C)C)=O)C2)O

Description

This tetrahydroisoquinoline derivative features a tert-butoxycarbonyl-protected amine and a carboxylic acid group, enabling direct incorporation into peptide synthesis. The scaffold provides a rigid, electron-rich platform for medicinal chemistry applications, particularly in kinase inhibitor development.

Application

2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid serves as a versatile building block for the synthesis of isoquinoline-based scaffolds in medicinal chemistry. The tert-butyl ester group enables facile protection and orthogonal deprotection, while the carboxylic acid functionality supports amide coupling and derivatization. Its stability under standard reaction conditions facilitates downstream functionalization in peptide and heterocyclic synthesis workflows.

Synthesis

Route1
- 1428327-32-5
- ~99%
- In-stock
  
  872001-50-8
References
- Letavic, Michael A.; Lord, Brian; Bischoff, Francois; Hawryluk, Natalie A.; Pieters, Serge; Rech, Jason C.; Sales, Zachary; Velter, Adriana I.; Ao, Hong; Bonaventure, Pascal; Contreras, Victor; Jiang, Xiaohui; Morton, Kirsten L.; Scott, Brian; Wang, Qi; Wickenden, Alan D.; Carruthers, Nicholas I.; Bhattacharya, Anindya ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 4 p. 419 - 422

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-P405-P501

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Computational Chemistry Data

TPSA 66.84
LogP 2.678
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

CAS No. 872001-50-8

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