Methyl 2-amino-4-((tert-butoxycarbonyl)amino)benzoate

Name: Methyl 2-amino-4-((tert-butoxycarbonyl)amino)benzoate
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CAS No. 849792-91-2
Cat. No. CS-0154416
Purity≥98%
MDL No.MFCD13176796

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 2-amino-4-((tert-butoxycarbonyl)amino)benzoate|CS-0154416

Structure of 849792-91-2

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General Information

CAS No. 849792-91-2
Cat. No. CS-0154416
Purity ≥98%
MDL No. MFCD13176796
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈N₂O₄
Molecular Weight 266.29
Synonym(s) Benzoic acid, 2-aMino-4-[[(1,1-diMethylethoxy)carbonyl]aMino]-, Methyl ester
SMILES CC(C)(OC(NC1=CC(N)=C(C(OC)=O)C=C1)=O)C

Description

Methyl 2-amino-4-((tert-butoxycarbonyl)amino)benzoate features a strategically positioned tert-butoxycarbonyl group that enables selective deprotection, while the methyl ester and amino functionalities offer orthogonal reactivity. This compound serves as a key intermediate in the synthesis of substituted benzamides and bioactive heterocycles under standard conditions.

Application

Methyl 2-amino-4-((tert-butoxycarbonyl)amino)benzoate serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted benzimidazoles and other heterocyclic scaffolds. The ortho-amino and protected amine functionalities offer orthogonal reactivity for sequential functionalization. Its bench-stable tert-butyl carbamate group facilitates selective deprotection, while the methyl ester permits controlled hydrolysis or coupling reactions. This compound functions reliably in standard peptide-like coupling protocols and supports modular construction of complex nitrogen-containing architectures.

Synthesis

Route1
- 849793-86-8
- ~96%
- In-stock
  
  849792-91-2
References
- PORTOLA PHARMACEUTICALS, INC. Patent: WO2005/32488 A2, 2005 ; Location in patent: Page/Page column 37 ;

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 90.65
LogP 2.4024
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-amino-4-((tert-butoxycarbonyl)amino)benzoate

CAS No. 849792-91-2

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