tert-Butyl 4-hydroxybutanoate

Name: tert-Butyl 4-hydroxybutanoate
Brand: ChemScene
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CAS No. 59854-12-5
Cat. No. CS-W020459
Purity≥95%
MDL No.MFCD02684391

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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 4-hydroxybutanoate|CS-W020459

Structure of 59854-12-5

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General Information

CAS No. 59854-12-5
Cat. No. CS-W020459
Purity ≥95%
MDL No. MFCD02684391
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₆O₃
Molecular Weight 160.21
Synonym(s) None
SMILES CC(C)(OC(CCCO)=O)C

Description

tert-Butyl 4-hydroxybutanoate features a hydroxyl-functionalized aliphatic chain anchored by a sterically shielded tert-butyl ester. This combination delivers enhanced stability and controlled reactivity, enabling selective transformations in synthetic sequences. The molecule integrates seamlessly into complex synthesis workflows requiring orthogonal protection strategies.

Application

tert-Butyl 4-hydroxybutanoate serves as a stable, bench-ready precursor for γ-hydroxybutyrate (GHB) derivatives and related heterocyclic scaffolds. Its hydroxyl group enables selective protection, oxidation, or esterification under standard conditions, while the tert-butyl ester offers facile deprotection via mild acidolysis. The molecule functions effectively in multistep syntheses requiring orthogonal functional group handling, particularly in the construction of bioactive lactones and cyclic ether intermediates.

Synthesis

Route1
- 611212-49-8
- ~99%
- In-stock
  
  59854-12-5
References
- Braun, Martin; Atalick, Stefan; Guldi, Dirk M.; Lanig, Harald; Brettreich, Michael; Burghardt, Stephan; Hatzimarinaki, Maria; Ravanelli, Elena; Prato, Maurizio; Van Eldik, Rudi; Hirsch, Andreas Chemistry - A European Journal, 2003 , vol. 9, # 16 p. 3867 - 3875
Route2
- In-stock
  
  15026-17-2
- ~97%
- In-stock
  
  59854-12-5
References
- Chen, Shuyi; Zhao, Xianrui; Chen, Jingyi; Chen, Jin; Kuznetsova, Larisa; Wong, Stanislaus S.; Ojima, Iwao Bioconjugate Chemistry, 2010 , vol. 21, # 5 p. 979 - 987
Route3
- 1025928-23-7
- ~%
- In-stock
  
  59854-12-5
References
- Pinto Gomes, Cristiano; Metz, Alexander; Bats, Jan W.; Gohlke, Holger; Goebel, Michael W. European Journal of Organic Chemistry, 2012 , # 17 p. 3270 - 3277

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-P301+P310-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 46.53
LogP 1.1006
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 Ester

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tert-Butyl 4-hydroxybutanoate

CAS No. 59854-12-5

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