Allyl furan-2-carboxylate

Name: Allyl furan-2-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 4208-49-5
Cat. No. CS-W016304
Purity≥98%
MDL No.MFCD00016580

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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 4208-49-5

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General Information

CAS No. 4208-49-5
Cat. No. CS-W016304
Purity ≥98%
MDL No. MFCD00016580
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈O₃
Molecular Weight 152.15
Synonym(s) Allyl 2-furoate
SMILES O=C(OCC=C)C1=CC=CO1

Description

Allyl furan-2-carboxylate is a versatile heterocyclic building block featuring a reactive allyl ester linked to a furan ring. The conjugated system enhances stability while enabling selective transformations under mild conditions. This compound integrates readily into synthetic sequences requiring oxygen-sensitive or electron-rich intermediates, particularly in natural product synthesis and pharmaceutical process development.

Application

Allyl furan-2-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized furan derivatives via Pd-catalyzed cross-coupling and hydrolysis. The allyl ester group provides excellent bench stability and facilitates mild deprotection under basic conditions, while the furan ring offers compatibility with electrophilic substitution and Diels-Alder reactions. Its robust functional group tolerance makes it well-suited for late-stage modifications in complex molecule synthesis.

Synthesis

Route1
- In-stock
  
  88-14-2
- 107-18-6
- ~81%
- In-stock
  
  4208-49-5
References
- Chakraborti, Asit K.; Singh, Bavneet; Chankeshwara, Sunay V.; Patel, Alpesh R. Journal of Organic Chemistry, 2009 , vol. 74, # 16 p. 5967 - 5974
Route2
- 527-69-5
- 107-18-6
- ~%
- In-stock
  
  4208-49-5
References
- Dong, Jia Jia; Fananas-Mastral, Martin; Alsters, Paul L.; Browne, Wesley R.; Feringa, Ben L. Angewandte Chemie - International Edition, 2013 , vol. 52, # 21 p. 5561 - 5565 Angew. Chem., 2013 , vol. 125, # 21 p. 5671 - 5675,5

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 39.44
LogP 1.6224
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Furan compounds

Key Words

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Allyl furan-2-carboxylate

CAS No. 4208-49-5

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