tert-Butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate

Name: tert-Butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate
Brand: ChemScene
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CAS No. 330793-09-4
Cat. No. CS-0061000
Purity≥97%
MDL No.MFCD03789256

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tert-Butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate|CS-0061000

Structure of 330793-09-4

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General Information

CAS No. 330793-09-4
Cat. No. CS-0061000
Purity ≥97%
MDL No. MFCD03789256
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₆BNO₄
Molecular Weight 319.21
Synonym(s) tert-Butyl [3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate
SMILES CC(C)(OC(NC1=CC=CC(B2OC(C)(C(C)(O2)C)C)=C1)=O)C

Description

tert-Butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate delivers a boronate handle flanked by a sterically protected tert-butyl carbamate group, enabling robust coupling in Suzuki-Miyaura reactions. This bench-stable reagent integrates seamlessly into complex molecular architectures, offering reliable functionalization under mild conditions.

Application

tert-Butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The ortho-borylated aryl scaffold enables efficient C–C bond formation under mild conditions, while the Boc-protected amine offers orthogonal functionality for downstream derivatization. Its high functional group tolerance and ease of purification make it ideal for constructing biaryl motifs in medicinal chemistry and materials synthesis.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  210907-84-9
- ~87%
- In-stock
  
  330793-09-4
References
- Kressierer, Christoph J.; Lehnemann, Bernd; Jung, Jorg Patent: US2008/269523 A1, 2008 ; Location in patent: Page/Page column 6 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P312-P330-P363-P501

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Computational Chemistry Data

TPSA 56.79
LogP 3.3328
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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tert-Butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate

CAS No. 330793-09-4

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