tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-azaspiro[3.3]hept-5-ene-2-carboxylate

Name: tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-azaspiro[3.3]hept-5-ene-2-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 2730903-90-7
Cat. No. CS-0529263
Purity≥98%
MDL No.None

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tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-azaspiro[3.3]hept-5-ene-2-carboxylate|CS-0529263

Structure of 2730903-90-7

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General Information

CAS No. 2730903-90-7
Cat. No. CS-0529263
Purity ≥98%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₈BNO₄
Molecular Weight 321.22
Synonym(s) 2-Azaspiro[3.3]hept-5-ene-2-carboxylic acid, 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester
SMILES O=C(N1CC2(C=C(B3OC(C)(C)C(C)(C)O3)C2)C1)OC(C)(C)C

Description

tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-azaspiro[3.3]hept-5-ene-2-carboxylate features a sterically hindered boronate ester integrated into a rigid spirocyclic framework, enabling stable, selective cross-coupling reactions under standard conditions. This bench-stable building block facilitates efficient access to complex nitrogen-containing scaffolds in medicinal chemistry and materials synthesis.

Application

tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-azaspiro[3.3]hept-5-ene-2-carboxylate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The spirocyclic core provides rigid, three-dimensional architecture ideal for medicinal chemistry applications, while the tert-butyl ester offers orthogonal protection and facile deprotection under mild acidic conditions. Functional group tolerance enables efficient late-stage diversification in complex molecule synthesis.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 48
LogP 3.185
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Key Words

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tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-azaspiro[3.3]hept-5-ene-2-carboxylate

CAS No. 2730903-90-7

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