tert-Butyl 5-formylisoindoline-2-carboxylate

Name: tert-Butyl 5-formylisoindoline-2-carboxylate
Brand: ChemScene
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CAS No. 253801-15-9
Cat. No. CS-0120055
Purity≥98%
MDL No.MFCD16620879

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tert-Butyl 5-formylisoindoline-2-carboxylate|CS-0120055

Structure of 253801-15-9

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Description

tert-Butyl 5-formylisoindoline-2-carboxylate features a formyl group at the 5-position of an isoindoline scaffold, enabling direct functionalization in late-stage diversification. The tert-butyl ester enhances solubility and stability under standard conditions, while the electron-deficient imine moiety supports efficient coupling reactions. This compound serves as a key building block for heterocyclic libraries in medicinal chemistry.

Application

tert-Butyl 5-formylisoindoline-2-carboxylate serves as a versatile building block for the synthesis of isoindoline-based scaffolds prevalent in medicinal chemistry. The formyl group enables direct functionalization via nucleophilic additions, while the tert-butyl ester offers stability and facile deprotection under mild acidic conditions. Its compatibility with standard coupling and cyclization protocols facilitates efficient access to complex heterocycles and API intermediates.

General Information

CAS No. 253801-15-9
Cat. No. CS-0120055
Purity ≥98%
MDL No. MFCD16620879
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇NO₃
Molecular Weight 247.29
Synonym(s) N-BOC-5-FORMYLISOINDOLINE
SMILES O=C(N1CC2=C(C=C(C=O)C=C2)C1)OC(C)(C)C

Computational Chemistry Data

TPSA 46.61
LogP 2.7498
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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
Precautionary Statements : P264-P270-P330-P501

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Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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tert-Butyl 5-formylisoindoline-2-carboxylate

CAS No. 253801-15-9

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