Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate

Name: Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate
Brand: ChemScene
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CAS No. 99974-66-0
Cat. No. CS-0139607
Purity≥95%
MDL No.MFCD11878435

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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+
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Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate|CS-0139607

Structure of 99974-66-0

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General Information

CAS No. 99974-66-0
Cat. No. CS-0139607
Purity ≥95%
MDL No. MFCD11878435
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆O₅
Molecular Weight 216.23
Synonym(s) 1,1-cyclobutanedicarboxylic acid, 3-hydroxy-, diethyl ester
SMILES O=C(C1(CC(C1)O)C(OCC)=O)OCC

Description

Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate features a strained cyclobutane core with a hydroxyl group and two ester functionalities, enabling direct functionalization at the C3 position. The geminal diester motif enhances reactivity in nucleophilic transformations, while the hydroxyl group provides a handle for derivatization. This scaffold supports efficient access to substituted cyclobutanes under mild conditions.

Application

Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate serves as a versatile building block in synthetic organic chemistry, enabling the construction of cyclobutane-containing scaffolds through standard functional group manipulations. The hydroxyl group facilitates derivatization via esterification, oxidation, or protection, while the geminal diester functionality supports selective transformations and ring functionalization. Its bench-stable nature and compatibility with common coupling and reduction protocols make it valuable for medicinal chemistry and process development workflows.

Synthesis

Route1
- 54166-15-3
- ~89%
- In-stock
  
  99974-66-0
References
- Satoh, Tsuyoshi; Kimura, Tsutomu; Sasaki, Yuki; Nagamoto, Shinobu Synthesis (Germany), 2012 , vol. 44, # 13 art. no. SS-2012-F0243-OP, p. 2091 - 2101
Route2
- 105-53-3
- ~%
- In-stock
  
  99974-66-0
References
- Chemische Berichte, , vol. 90, p. 1424,1427

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 72.83
LogP 0.2537
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

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Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate

CAS No. 99974-66-0

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