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

Name: tert-Butyl (1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)carbamate
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CAS No. 1313441-88-1
Cat. No. CS-0101337
Purity≥96%
MDL No.MFCD21602848

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tert-Butyl (1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)carbamate|CS-0101337

Structure of 1313441-88-1

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General Information

CAS No. 1313441-88-1
Cat. No. CS-0101337
Purity ≥96%
MDL No. MFCD21602848
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₃₀BNO₄
Molecular Weight 359.27
Synonym(s) Carbamic acid, N-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]-, 1,1-dimethylethyl ester
SMILES O=C(NC1(CC1)C2=CC=C(C=C2)B3OC(C)(C(C)(O3)C)C)OC(C)(C)C

Description

tert-Butyl (1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)carbamate features a boronate handle integrated into a cyclopropyl-substituted aryl scaffold, enabling efficient Suzuki-Miyaura coupling under mild conditions. The tetramethyl-dioxaborolane moiety provides excellent stability and reactivity, while the tert-butyl carbamate group offers convenient protection for amine functionalities during synthesis. This compound serves as a robust building block in medicinal chemistry and complex molecule assembly.

Application

tert-Butyl (1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)carbamate serves as a robust boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The cyclopropyl group imparts structural rigidity and metabolic stability, while the tert-butyl carbamate provides excellent bench stability and convenient deprotection under mild acidic conditions. Its compatibility with diverse reaction partners and ease of purification make it ideal for constructing complex biaryl scaffolds in medicinal chemistry and materials synthesis.

Safety Information

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Signal Word : N/A	UN#: N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 56.79
LogP 3.4996
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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

CAS No. 1313441-88-1

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