3-HYDROXY-CYCLOBUTANECARBOXYLIC ACID BENZYL ESTER
- Product Name
- 3-HYDROXY-CYCLOBUTANECARBOXYLIC ACID BENZYL ESTER
- CAS No.
- 480449-99-8
- Chemical Name
- 3-HYDROXY-CYCLOBUTANECARBOXYLIC ACID BENZYL ESTER
- Synonyms
- benzyl 3-hydroxycyclobutane-1-carboxylate;benzyl 3-hydroxycyclobutanecarboxylate;Benzyl 3-hydroxycyclobutanecarboxylate - B10561;3-Hydroxy-cyclobutanecarboxylic acid benzyl este;3-HYDROXY-CYCLOBUTANECARBOXYLIC ACID BENZYL ESTER;Cyclobutanecarboxylic acid, 3-hydroxy-, phenylMethyl ester
- CBNumber
- CB72466414
- Molecular Formula
- C12H14O3
- Formula Weight
- 206.24
- MOL File
- 480449-99-8.mol
3-HYDROXY-CYCLOBUTANECARBOXYLIC ACID BENZYL ESTER Property
- Boiling point:
- 326.2±35.0 °C(Predicted)
- Density
- 1.240
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 14.72±0.40(Predicted)
- form
- solid
- Appearance
- Colorless to light yellow Liquid
Safety
- HS Code
- 2918999090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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
- PHB00064
- Product name
- Benzyl 3-hydroxycyclobutanecarboxylate
- Purity
- AldrichCPR
- Packaging
- 1 g
- Price
- $639
- Updated
- 2025/07/31
- Product number
- B297043
- Product name
- Benzyl3-Hydroxycyclobutanecarboxylate
- Packaging
- 1g
- Price
- $100
- Updated
- 2021/12/16
- Product number
- 2623-1-63
- Product name
- Benzyl 3-hydroxycyclobutanecarboxylate
- Packaging
- 1g
- Price
- $125
- Updated
- 2021/12/16
- Product number
- 2623-1-63
- Product name
- Benzyl 3-hydroxycyclobutanecarboxylate
- Packaging
- 250mg
- Price
- $38
- Updated
- 2021/12/16
- Product number
- 112499
- Product name
- Benzyl 3-hydroxycyclobutanecarboxylate
- Packaging
- 1g
- Price
- $662
- Updated
- 2021/12/16
3-HYDROXY-CYCLOBUTANECARBOXYLIC ACID BENZYL ESTER Chemical Properties,Usage,Production
Synthesis
198995-91-4
480449-99-8
Example 261: General procedure for the synthesis of benzyl 3-hydroxycyclobutanecarboxylate from benzyl 3-oxocyclobutanecarboxylate: 1. triethylamine (2 mL, 14.04 mmol) and benzyl bromide (1.2 mL, 10.0 mmol) were added to a solution of 3-oxocyclobutane-1-carboxylic acid (1.0 g, 8.77 mmol) in THF (10 mL), and stirred for 2 hours at room temperature. EtOAc (10 mL) was added and the mixture was washed sequentially with water, 1 M hydrochloric acid and brine. The organic layer was dried with sodium sulfate and concentrated in vacuum. The residue was purified by fast column chromatography (FCC) using a gradient elution with a hexane solution of 0-15% EtOAc to give benzyl 3-oxocyclobutane-1-carboxylate (0.938 g, 53%). 2. Benzyl 3-oxocyclobutane-1-carboxylate (0.800 g, 3.92 mmol) was dissolved in a mixture of THF (2.5 mL) and water (2.5 mL), and cooled to 0°C. Sodium borohydride (0.051 g, 1.96 mmol) was added and stirred at room temperature for 1 hour. After vacuum concentration, EtOAc (10 mL) was added, washed sequentially with water and brine, and the organic layer was dried with sodium sulfate and concentrated. The residue was purified by FCC and eluted using a gradient of 0-10% EtOAc in hexane solution to give benzyl 3-hydroxycyclobutane-1-carboxylate (0.715 g, 88%). 3. Benzyl 3-hydroxycyclobutane-1-carboxylate (0.400 g, 1.94 mmol) was dissolved in THF (10 mL) and phenol (0.547 g, 5.83 mmol) and triphenylphosphine (0.662 g, 2.52 mmol) were added. Diethyl azodicarboxylate (0.4 mL, 2.52 mmol) was added slowly and stirred at room temperature for 24 hours. After evaporation, it was extracted with EtOAc (3 x 10 mL) and the organic layer was washed with brine and concentrated. The residue was purified by FCC and eluted using a gradient of 0-15% EtOAc in hexane solution to give benzyl 3-phenoxycyclobutane-1-carboxylate (0.450 g, 82%). 4. Benzyl 3-phenoxycyclobutane-1-carboxylate (0.400 g, 1.42 mmol) was dissolved in EtOH (10 mL) and 10% palladium carbon (0.010 g) was added. The solution was stirred at room temperature under hydrogen atmosphere for 2 hours. The filtrate was filtered and evaporated and the residue was purified by FCC using a gradient elution with hexane solution of 0-10% EtOAc to give 3-phenoxycyclobutane-1-carboxylic acid (0.245 g, 95%). 5. Finally, 2-N-methyl-6-[5-(3-phenoxycyclobutyl)-1,2,4-oxadiazol-3-yl] was prepared from 3-phenoxycyclobutane-1-carboxylic acid (0.190 g, 0.985 mmol) and 4-amino-N-hydroxy-6-[methyl(phenyl)amino]-1,3,5-triazine-2-carboxamidine (0.150 g, 0.579 mmol) -2-N-phenyl-1,3,5-triazine-2,4-diamine in a manner similar to the preparation of Intermediate 1 (as described in Example 209). The residue was purified by FCC, eluting using a 10% MeOH hexane solution to give a mixture of isomers of benzyl 3-hydroxycyclobutanecarboxylate (0.095 g, 42%).
References
[1] Patent: WO2012/35023, 2012, A1. Location in patent: Page/Page column 91-92
[2] Patent: US2015/133422, 2015, A1. Location in patent: Paragraph 0473; 0474
[3] Patent: WO2013/74387, 2013, A1. Location in patent: Page/Page column 52
[4] Patent: EP1577301, 2005, A1. Location in patent: Page/Page column 145
[5] Patent: EP1405852, 2004, A1. Location in patent: Page 133
3-HYDROXY-CYCLOBUTANECARBOXYLIC ACID BENZYL ESTER Preparation Products And Raw materials
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View Lastest Price from 3-HYDROXY-CYCLOBUTANECARBOXYLIC ACID BENZYL ESTER manufacturers
- Product
- 3-HYDROXY-CYCLOBUTANECARBOXYLIC ACID BENZYL ESTER 480449-99-8
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1kg,5kg,50kg
- Release date
- 2020-01-18