tert-Butyl 3-aminobenzoate

Name: tert-Butyl 3-aminobenzoate
Brand: ChemScene
Availability: InStock
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CAS No. 92146-82-2
Cat. No. CS-0130430
Purity≥96%
MDL No.MFCD00729048

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 92146-82-2

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General Information

CAS No. 92146-82-2
Cat. No. CS-0130430
Purity ≥96%
MDL No. MFCD00729048
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅NO₂
Molecular Weight 193.25
Synonym(s) None
SMILES O=C(C1=CC=CC(N)=C1)OC(C)(C)C

Description

tert-Butyl 3-aminobenzoate features a sterically hindered tert-butyl ester group paired with an electron-rich para-amino substituent, enabling stable coupling in peptide and heterocyclic syntheses. This bench-stable derivative facilitates efficient functionalization under mild conditions.

Application

tert-Butyl 3-Aminobenzoate serves as a versatile building block in medicinal chemistry, enabling direct access to substituted benzoic acid derivatives via mild acidolysis. The tert-butyl ester group offers excellent bench stability and facile removal under standard acidic conditions, while the ortho-amino functionality provides ready handle for further functionalization through diazotization, coupling, or electrophilic substitution. Its compatibility with diverse reaction conditions makes it a practical choice for synthesizing bioactive scaffolds and API intermediates.

Synthesis

Route1
- 58656-99-8
- ~93%
- In-stock
  
  92146-82-2
References
- Drewe, William C.; Nanjunda, Rupesh; Gunaratnam, Mekala; Beltran, Monica; Parkinson, Gary N.; Reszka, Anthony P.; Wilson, W. David; Neidle, Stephen Journal of Medicinal Chemistry, 2008 , vol. 51, # 24 p. 7751 - 7767
Route2
- 1257310-83-0
- ~95%
- In-stock
  
  92146-82-2
References
- Mullick, Dibakar; Anjanappa, Prakash; Selvakumar, Kumaravel; Ruckmani, Kandasamy; Sivakumar, Manickam Tetrahedron Letters, 2010 , vol. 51, # 46 p. 5984 - 5987
Route3
- In-stock
  
  69038-74-0
- ~%
- In-stock
  
  92146-82-2
References
- Organic Letters, , vol. 4, # 26 p. 4689 - 4692

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 52.32
LogP 2.2241
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 3-aminobenzoate

CAS No. 92146-82-2

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