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

Name: tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 1312712-22-3
Cat. No. CS-0055115
Purity≥97%
MDL No.None

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Type	HazMat Fee
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FedEx Limited Quantities Ground	$0.00
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tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate|CS-0055115

Structure of 1312712-22-3

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Description

tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate delivers a stable, bench-ready boronate handle tethered to a pyrrolidine scaffold. This reagent integrates seamlessly into Suzuki-Miyaura coupling workflows, enabling efficient C–C bond formation under standard conditions. The tetramethyl dioxaborolane moiety enhances shelf stability and functional group tolerance, while the tert-butyl ester facilitates straightforward deprotection.

Application

tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The pyrrolidine scaffold provides a versatile nitrogen-containing heterocyclic motif commonly found in bioactive molecules, while the diborane moiety enables efficient coupling under mild conditions. Its tert-butyl carbamate group offers excellent functional group tolerance and ease of purification, making it ideal for iterative synthesis and late-stage diversification in medicinal chemistry and process development workflows.

General Information

CAS No. 1312712-22-3
Cat. No. CS-0055115
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₈BNO₄
Molecular Weight 297.20
Synonym(s) 1-Pyrrolidinecarboxylic acid, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester
SMILES O=C(N1CC(B2OC(C)(C)C(C)(C)O2)CC1)OC(C)(C)C

Computational Chemistry Data

TPSA 48
LogP 3.0896
H_Acceptors 4
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-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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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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

CAS No. 1312712-22-3

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