Tert-butyl 4-amino-2-methylbenzoate

Name: Tert-butyl 4-amino-2-methylbenzoate
Brand: ChemScene
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CAS No. 445003-39-4
Cat. No. CS-0231049
Purity≥98%
MDL No.None

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Tert-butyl 4-amino-2-methylbenzoate|CS-0231049

Structure of 445003-39-4

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Description

Tert-butyl 4-amino-2-methylbenzoate features a bench-stable amino group ortho to a tert-butyl ester, enabling direct functionalization in late-stage synthesis. The electron-donating methyl substituent enhances reactivity in coupling processes, while the protected amine simplifies purification and handling under standard conditions.

Application

Tert-butyl 4-amino-2-methylbenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds via standard coupling and cyclization protocols. Its tert-butyl ester group offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions, while the ortho-methyl and para-amino functionalities provide defined regiochemistry for further functionalization. The compound exhibits good solubility and ease of purification, making it well-suited for iterative synthesis workflows.

General Information

CAS No. 445003-39-4
Cat. No. CS-0231049
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇NO₂
Molecular Weight 207.27
Synonym(s) Benzoic acid, 4-amino-2-methyl-, 1,1-dimethylethyl ester (9CI)
SMILES O=C(OC(C)(C)C)C1=CC=C(N)C=C1C

Computational Chemistry Data

TPSA 52.32
LogP 2.53252
H_Acceptors 3
H_Donors 1
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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Tert-butyl 4-amino-2-methylbenzoate

CAS No. 445003-39-4

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