tert-Butyl 3-hydroxypent-4-enoate,98% (stabilized with MEHQ)

Name: tert-Butyl 3-hydroxypent-4-enoate,98% (stabilized with MEHQ)
Brand: ChemScene
Availability: InStock
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CAS No. 122763-67-1
Cat. No. CS-0005933
Purity98% (stabilized with MEHQ)
MDL No.MFCD18207180

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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+
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tert-Butyl 3-hydroxypent-4-enoate,98% (stabilized with MEHQ)|CS-0005933

Structure of 122763-67-1

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General Information

CAS No. 122763-67-1
Cat. No. CS-0005933
Purity 98% (stabilized with MEHQ)
MDL No. MFCD18207180
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₆O₃
Molecular Weight 172.22
Synonym(s) Vaborbactam Related Compound 1
SMILES C=CC(O)CC(OC(C)(C)C)=O

Description

tert-Butyl 3-hydroxypent-4-enoate, stabilized with MEHQ, features a conjugated enol ether system and a pendant hydroxyl group, enabling direct incorporation into complex synthetic sequences. The tert-butyl ester enhances stability under standard conditions while the MEHQ additive suppresses radical-mediated degradation. This bench-stable reagent facilitates efficient access to functionalized carbocycles and heterocycles via tandem cyclization or cycloaddition processes.

Application

tert-Butyl 3-hydroxypent-4-enoate, stabilized with MEHQ, serves as a versatile β-hydroxy enoate building block for synthetic applications. Its conjugated enone system enables reliable Michael additions and aldol-type cyclizations, while the tert-butyl ester provides excellent bench stability and ease of purification. The hydroxyl group offers direct handle for functionalization, and the stabilizing agent prevents premature polymerization, ensuring consistent performance in multi-step syntheses.

Synthesis

Route1
- 540-88-5
- 107-02-8
- ~99%
- In-stock
  
  122763-67-1
References
- Bauer, Matthias; Maier, Martin E Organic letters, 2002 , vol. 4, # 13 p. 2205 - 2208
Route2
- 1360458-67-8
- 51851-79-7
- ~93%
- In-stock
  
  122763-67-1
References
- Rempex Pharmaceuticals, Inc. Patent: US2012/40932 A1, 2012 ; Location in patent: Page/Page column 41 ; US 20120040932 A1
Route3
- 1207973-75-8
- 107-02-8
- ~87%
- In-stock
  
  122763-67-1
References
- Vrielynck, Sara; Vandewalle, Maurits; Garcia, Ana M.; Mascarenas, Jose L.; Mourino, Antonio Tetrahedron Letters, 1995 , vol. 36, # 49 p. 9023 - 9026

Safety Information

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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 46.53
LogP 1.2651
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Olefins

Building Blocks Functional Group Ester

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tert-Butyl 3-hydroxypent-4-enoate,98% (stabilized with MEHQ)

CAS No. 122763-67-1

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