BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER
- Product Name
- BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER
- CAS No.
- 18720-35-9
- Chemical Name
- BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER
- Synonyms
- 4- (methoxy carbonyl) double ring [2.2.2] octane -1- carboxylic acid;o[2.2.2]octane-1-carboxyL;l)bicyclo[2.2.2]octane-1-carboxylic acid;4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-;1-Methyl bicyclo[2.2.2]octane-1,4-dicarboxylate;1-Carboxy-4-(Methoxycarbonyl)bicyclo[2.2.2]octane;1-Methyl bicyclo[2.2.2]heptane-1, 4-dicarboxylate;Bicyclo [2.2.2] octane-1,4-cyclohexanedicarboxylate;4-(Methoxycarbonyl)bicyclo[2.2.2]octan-1-carboxylic Acid;4-(METHOXYCARBONYL)BICYCLO[2.2.2]OCTANE-1-CARBOXYLICACID
- CBNumber
- CB3748693
- Molecular Formula
- C11H16O4
- Formula Weight
- 212.24
- MOL File
- 18720-35-9.mol
BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER Property
- Melting point:
- 186.0 to 190.0 °C
- Boiling point:
- 322.5±42.0 °C(Predicted)
- Density
- 1.307±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- form
- powder to crystaline
- pka
- 4.77±0.10(Predicted)
- color
- White to Almost white
- InChI
- InChI=1S/C11H16O4/c1-15-9(14)11-5-2-10(3-6-11,4-7-11)8(12)13/h2-7H2,1H3,(H,12,13)
- InChIKey
- KBZVAQVEHVGIEI-UHFFFAOYSA-N
- SMILES
- C12(C(OC)=O)CCC(C(O)=O)(CC1)CC2
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H319Causes serious eye irritation
- Precautionary statements
-
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- ANV00226
- Product name
- 4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid
- Purity
- AldrichCPR
- Packaging
- 1g
- Price
- $475
- Updated
- 2025/07/31
- Product number
- M2855
- Product name
- 4-(Methoxycarbonyl)bicyclo[2.2.2]octan-1-carboxylic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $81
- Updated
- 2025/07/31
- Product number
- M261285
- Product name
- 4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid
- Packaging
- 10g
- Price
- $1075
- Updated
- 2021/12/16
- Product number
- W4039
- Product name
- 4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid
- Packaging
- 100g
- Price
- $1321
- Updated
- 2021/12/16
- Product number
- 71249
- Product name
- 4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid
- Packaging
- 10g
- Price
- $1475
- Updated
- 2021/12/16
BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER Chemical Properties,Usage,Production
Uses
4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic Acid has been used as a reactant for the preparation of bicyclo-octyltriazole inhibitors of HSD1 for metabolic syndrome treatment.
Synthesis
1459-96-7
18720-35-9
General procedure for the synthesis of 4-(methoxycarbonyl)bicyclo[2.2.2]octane-1,4-dicarboxylic acid from dimethyl bicyclo[2.2.2]octane-1-carboxylate: a mixture of 4-(methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid (20 g) and potassium hydroxide (5.5 g) in methanol/water (10:1, 106 mL) was heated to reflux overnight. After the reaction was completed, it was cooled to room temperature and concentrated. The residue was diluted with ethyl acetate and extracted with 1N aqueous sodium hydroxide (2 x 100mL). The organic phase was dried with magnesium sulfate, filtered and concentrated to give the starting material as a white solid. The combined aqueous phases were adjusted to pH 1-2 with 2N aqueous hydrochloric acid and extracted with ethyl acetate (4 x 250mL). The combined turbid organic phases were filtered through a slot filter, washed with saturated aqueous sodium chloride, dried over magnesium sulfate, filtered and concentrated to afford 4-(methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid as a colorless solid (13.1 g, 70% yield). Mass spectral analysis showed [MH]+ = 213.
References
[1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 24, p. 5731 - 5737
[2] Patent: WO2006/128184, 2006, A2. Location in patent: Page/Page column 164-165
[3] Patent: WO2008/63671, 2008, A2. Location in patent: Page/Page column 177-178
[4] Patent: WO2014/159802, 2014, A1. Location in patent: Paragraph 00189
[5] Journal of Medicinal Chemistry, 2009, vol. 52, # 6, p. 1558 - 1568
BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER manufacturers
- Product
- 4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid 18720-35-9
- Price
- US $2.00-6.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-08-05
- Product
- BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER 18720-35-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000kg
- Release date
- 2025-06-11