tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate

Name: tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate
Brand: ChemScene
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CAS No. 837392-67-3
Cat. No. CS-W011890
Purity≥98%
MDL No.MFCD12408237

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tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate|CS-W011890

Structure of 837392-67-3

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Description

tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate features a boronate ester group enabling efficient Suzuki-Miyaura coupling. The tetramethyl-substituted dioxaborolane moiety ensures high stability and reactivity under standard conditions. This bench-stable reagent integrates readily into complex molecular architectures, particularly in the synthesis of indoline-based pharmaceuticals and functional materials.

Application

tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The indoline core provides a rigid, nitrogen-containing heterocyclic scaffold relevant to medicinal chemistry, while the boronate ester enables efficient, mild coupling with aryl and vinyl halides. The tert-butyl carbamate group offers stability and ease of purification, and the tetramethyl-substituted dioxaborolane enhances shelf life and functional group tolerance. This reagent facilitates rapid diversification of indoline frameworks in target-oriented synthesis.

General Information

CAS No. 837392-67-3
Cat. No. CS-W011890
Purity ≥98%
MDL No. MFCD12408237
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₈BNO₄
Molecular Weight 345.25
Synonym(s) 2,3-Dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylic Acid tert-Butyl E
SMILES O=C(N1CCC2=C1C=CC(B3OC(C)(C)C(C)(C)O3)=C2)OC(C)(C)C

Computational Chemistry Data

TPSA 48
LogP 3.2834
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate

CAS No. 837392-67-3

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