tert-Butyl 2-(4-aminophenyl)acetate

Name: tert-Butyl 2-(4-aminophenyl)acetate
Brand: ChemScene
Availability: InStock
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CAS No. 174579-31-8
Cat. No. CS-0042866
Purity≥97%
MDL No.MFCD06245494

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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tert-Butyl 2-(4-aminophenyl)acetate|CS-0042866

Structure of 174579-31-8

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General Information

CAS No. 174579-31-8
Cat. No. CS-0042866
Purity ≥97%
MDL No. MFCD06245494
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇NO₂
Molecular Weight 207.27
Synonym(s) None
SMILES O=C(OC(C)(C)C)CC1=CC=C(N)C=C1

Description

tert-Butyl 2-(4-aminophenyl)acetate features a para-aminophenyl scaffold with a bench-stable tert-butyl ester handle, enabling straightforward deprotection under mild acidic conditions. This combination delivers a versatile intermediate for pharmaceutical and agrochemical synthesis, where controlled introduction of the free amine is required.

Application

tert-Butyl 2-(4-aminophenyl)acetate serves as a versatile building block for the synthesis of arylated pharmaceutical intermediates and bioactive heterocycles. The ortho-aminoaryl functionality enables direct coupling reactions, while the tert-butyl ester provides bench stability and orthogonal deprotection under mild acidic conditions. Its compatibility with standard peptide coupling and palladium-catalyzed transformations facilitates efficient access to complex scaffolds in medicinal chemistry workflows.

Synthesis

Route1
- 51656-70-3
- 106-40-1
- ~85%
- In-stock
  
  174579-31-8
References
- Journal of the American Chemical Society, , vol. 125, # 37 p. 11176 - 11177
Route2
- In-stock
  
  29704-38-9
- ~%
- In-stock
  
  174579-31-8
References
- Journal of Medicinal Chemistry, , vol. 39, # 5 p. 1100 - 1105

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 52.32
LogP 2.153
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 2-(4-aminophenyl)acetate

CAS No. 174579-31-8

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