Ethyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate

Name: Ethyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate
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CAS No. 136285-65-9
Cat. No. CS-0094655
Purity≥98%
MDL No.None

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Ethyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate|CS-0094655

Structure of 136285-65-9

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General Information

CAS No. 136285-65-9
Cat. No. CS-0094655
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈N₂O₆
Molecular Weight 310.30
Synonym(s) Ethyl2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate
SMILES O=C(OCC)C1=CC=CC([N+]([O-])=O)=C1NC(OC(C)(C)C)=O

Description

Ethyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate features a nitro group at the meta position relative to a protected amino function, enabling selective derivatization. The tert-butyl carbamate moiety provides stability and orthogonal deprotection capability, while the ester facilitates coupling reactions. This compound integrates readily into peptide synthesis and medicinal chemistry scaffolds under standard conditions.

Application

Ethyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted benzoic acid derivatives and heterocyclic scaffolds. The nitro group facilitates sequential transformations including reduction to an amine, while the Boc-protected amino function allows for orthogonal manipulation. Its bench-stable nature and compatibility with standard coupling and cyclization protocols make it ideal for multi-step syntheses requiring selective functionalization.

Synthesis

Route1
- In-stock
  
  16533-45-2
- ~%
- In-stock
  
  136285-65-9
References
- Takeda Chemical Industries, Ltd. Patent: US5196444 A1, 1993 ; US 5196444 A

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 107.77
LogP 3.1185
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Bioactive Molecules Natural Products

Building Blocks Functional Group Boc

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Ethyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate

CAS No. 136285-65-9

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