tert-Butyl 2-(4-formylphenoxy)acetate

Name: tert-Butyl 2-(4-formylphenoxy)acetate
Brand: ChemScene
Availability: InStock
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CAS No. 276884-77-6
Cat. No. CS-0019021
Purity≥96%
MDL No.MFCD09192333

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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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tert-Butyl 2-(4-formylphenoxy)acetate|CS-0019021

Structure of 276884-77-6

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General Information

CAS No. 276884-77-6
Cat. No. CS-0019021
Purity ≥96%
MDL No. MFCD09192333
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₆O₄
Molecular Weight 236.26
Synonym(s) ert-Butyl 2-(4-formylphenoxy)acetate
SMILES O=C(OC(C)(C)C)COC1=CC=C(C=O)C=C1

Description

tert-Butyl 2-(4-formylphenoxy)acetate features a para-formylated phenoxy linkage enabling direct functionalization in late-stage synthesis. The tert-butyl ester offers enhanced stability and ease of removal under mild acidic conditions, while the aldehyde group provides a reactive handle for oxime or hydrazide derivatization. This bifunctional scaffold supports efficient conjugation strategies in medicinal chemistry and chemical biology workflows.

Application

tert-Butyl 2-(4-formylphenoxy)acetate serves as a versatile building block for the synthesis of pharmaceutically relevant aryl-aldehyde-containing scaffolds. The molecule combines a stable tert-butyl ester with a pendant aldehyde group, enabling selective transformations such as reductive amination, Wittig reactions, and aldol condensations. Its bench-stable nature and compatibility with common protecting group strategies facilitate efficient access to complex heterocyclic and bioactive architectures in medicinal chemistry workflows.

Synthesis

Route1
- 5292-43-3
- 123-08-0
- ~97%
- In-stock
  
  276884-77-6
References
- AVENTIS PHARMA DEUTSCHLAND GMBH Patent: US2005/4111 A1, 2005 ; Location in patent: Page/Page column 8 ; US 20050004111 A1
Route2
- 107-59-5
- 123-08-0
- ~53%
- In-stock
  
  276884-77-6
References
- Honshu Chemical Industry Co., Ltd. Patent: US6603029 B1, 2003 ;

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 52.6
LogP 2.2196
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 2-(4-formylphenoxy)acetate

CAS No. 276884-77-6

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