Conditions | Yield |
---|---|
With sodium hydroxide In water at 20℃; | A 3.87 g B 92% |
Benzoylformic acid
cyclopentylmagnesium bromide
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
In diethyl ether at 0 - 20℃; for 24.5h; | 36.4% |
Stage #1: Benzoylformic acid; cyclopentylmagnesium bromide In diethyl ether at 0 - 20℃; for 24.5h; Stage #2: With hydrogenchloride In diethyl ether; water | 36.4% |
2-Cyclopentyl-2-hydroxy-2-phenylacetic acid methyl ester
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water at 20℃; Inert atmosphere; | 25% |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid ethyl ester
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In methanol at 20℃; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrahydrofuran / 0 - 20 °C 2: KOH / methanol / 20 °C View Scheme |
cyclopentylmagnesium bromide
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrahydrofuran / 0 - 20 °C 2: KOH / methanol / 20 °C View Scheme |
methyl 2-oxo-2-phenylacetate
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: iodine; magnesium / tetrahydrofuran / 0 °C / Reflux; Inert atmosphere 1.2: 10 - 20 °C / Inert atmosphere 2.1: sodium hydroxide / water; methanol / 20 °C / Inert atmosphere View Scheme |
Cyclozil chloromethacryloyloxymethylate
A
formaldehyd
B
2-(N,N-dimethylamino)ethanol
C
poly(methacrylic acid)
D
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
With potassium chloride In methanol at 24.9℃; Rate constant; Kinetics; Mechanism; different pH values from 298-323 K, different ion strength of KCl solution; |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
(2R)-2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
Stage #1: 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With D-tyrosine methyl ester In water; acetonitrile at 0℃; for 4h; Reflux; Stage #2: With hydrogenchloride In water; toluene at 40℃; | 83.4% |
With L-Tyr-OMe In acetonitrile Reflux; | 71% |
Stage #1: 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With 12-epi-strychnine In methanol at 20℃; Stage #2: With (+)-1-phenylethylamine In ethyl acetate | 33.3% |
N-{[1-(Benzyl)-3-pyrrolidinyl]methyl}-N-methylamine
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
Stage #1: 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap In N,N-dimethyl-formamide at 15 - 20℃; for 2h; Stage #2: N-{[1-(Benzyl)-3-pyrrolidinyl]methyl}-N-methylamine With 4-methyl-morpholine In N,N-dimethyl-formamide at 15 - 20℃; for 1 - 14h; Stage #3: With water for 0.25h; | 75.34% |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
(3S)-1-benzyl-3-pyrrolidinamine
2-cyclopentyl-2-hydroxy-N-[(3S)-1-benzyl-pyrrolidin-3-yl]-2-phenylacetamide
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 20h; | 95% |
(R)-N-benzyl-3-hydroxypyrrolidine
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
(3S)-1-benzylpyrrolidin-3-yl-cyclopentyl(hydroxy)phenyl acetate
Conditions | Yield |
---|---|
With triphenylphosphine In tetrahydrofuran at 20℃; for 20h; | 91% |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
[1α,5α,6α]-6-Aminomethyl-3-benzyl-3-azabicyclo[3.1.0]hexane
(1α,5α,6α)-N-[3-benzyl-3-azabicyclo[3.1.0]hexyl-6-(aminomethyl)-yl]-2-hydroxy-2-cyclopentyl-2-phenyl acetamide
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; | 95% |
(1α,5α,6α)-6-aminomethyl-3-benzyl-3-azabicyclo[3.1.0]hexane
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; | 95% |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
methyl iodide
2-Cyclopentyl-2-hydroxy-2-phenylacetic acid methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; | 64% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; | 35% |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
Stage #1: l-((R)-α-methyl benzyl)-3-pyrrolidin methanol; 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With 4-methyl-morpholine; benzotriazol-1-ol In N,N-dimethyl-formamide at 0 - 5℃; for 1h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 30℃; for 16h; | 17% |
4-amino-1-benzylpiperidine
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
N-(1-benzyl-piperidin-4-yl)-2-cyclopentyl-2-hydroxy-2-phenyl-acetamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In chloroform at 20℃; for 14h; | 94% |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 60h; |
[1α,5α,6α]-6-(N-Methyl)tert-butoxycarbonylamino-3-azabicyclo[3.1.0]hexane
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
Stage #1: [1α,5α,6α]-6-(N-Methyl)tert-butoxycarbonylamino-3-azabicyclo[3.1.0]hexane; 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With 4-methyl-morpholine; benzotriazol-1-ol In N,N-dimethyl-formamide at 0℃; for 1h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; |
2-(1H-imidazol-1-yl)ethanamine hydrochloride
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
Stage #1: 2-(1H-imidazol-1-yl)ethanamine hydrochloride With 4-methyl-morpholine In chloroform at 20℃; for 0.0833333 - 0.166667h; Stage #2: 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With benzotriazol-1-ol In chloroform at 20℃; for 0.5 - 0.75h; Stage #3: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
1-cyclopentylidene-1-phenylacetic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water for 48h; Reflux; | 81% |
With hydrogenchloride In water for 49h; Reflux; Inert atmosphere; | 63% |
With hydrogenchloride In water for 48h; Reflux; |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
1-t-Butoxycarbonylpiperazine
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; |
Conditions | Yield |
---|---|
Stage #1: 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With sodium hydroxide In N,N-dimethyl-formamide at 60℃; for 1h; Stage #2: benzyl chloride In N,N-dimethyl-formamide at 110℃; for 3h; | 285 g |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
1-methylpyrrolidin-3-yl methanesulfonate
3-(2-cyclopentyl-2-hydroxy-2-phenylacetyloxy)-1-methylpyrrolidine
Conditions | Yield |
---|---|
With sodium carbonate In acetonitrile at 75 - 80℃; | 30 g |
toluene-4-sulfonic acid 1-methylpyrrolidin-3-yl ester
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
3-(2-cyclopentyl-2-hydroxy-2-phenylacetyloxy)-1-methylpyrrolidine
Conditions | Yield |
---|---|
With sodium carbonate In acetonitrile at 75 - 80℃; | 11.5 g |
Conditions | Yield |
---|---|
In acetone for 6h; Inert atmosphere; Reflux; | 80% |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
N-(piperidin-4-yl)-2-cyclopentyl-2-hydroxy-2-phenylacetamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 94 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / CHCl3 / 14 h / 20 °C 2: 74 percent / H2 / 20percent Pd(OH)2 / ethanol / 8 h / 760.05 Torr View Scheme | |
With sodium hydroxide In ethyl acetate |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
1,1'-carbonyldiimidazole
2-cyclopentyl-2-hydroxy-1-(1H-imidazol-1-yl)-2-phenylethanone
Conditions | Yield |
---|---|
In acetonitrile at 0 - 20℃; for 2h; | |
In acetonitrile at 0 - 20℃; for 2h; Inert atmosphere; | 7.3 g |
1-methyl-3-pyrrolidinol
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
3-(2-cyclopentyl-2-hydroxy-2-phenylacetyloxy)-1-methylpyrrolidine
Conditions | Yield |
---|---|
Stage #1: 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With 1,1'-carbonyldiimidazole In toluene at 20℃; for 0.5h; Stage #2: 1-methyl-3-pyrrolidinol In toluene at 20℃; | 71% |
Stage #1: 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 18℃; Stage #2: 1-methyl-3-pyrrolidinol In N,N-dimethyl-formamide at 18 - 60℃; for 19h; Product distribution / selectivity; | |
With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 18 - 60℃; for 19h; Inert atmosphere; | |
Stage #1: 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 1-methyl-3-pyrrolidinol In N,N-dimethyl-formamide at 60℃; | Ca.580 g |
Conditions | Yield |
---|---|
With oxygen; copper diacetate In dimethyl sulfoxide at 120℃; for 10h; Sealed tube; | 93% |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
cyclopentylphenylmethanol
Conditions | Yield |
---|---|
With sodium tetrahydroborate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; oxygen; caesium carbonate In dichloromethane at 40℃; for 40h; Irradiation; | 92% |
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene for 2h; Heating / reflux; |
The Benzeneacetic acid, a-cyclopentyl-a-hydroxy-, with the CAS registry number 427-49-6, is also known as α-Cyclopentylmandelic acid. Its EINECS number is 207-047-8. This chemical's molecular formula is C13H16O3 and formula weight is 220.26. What's more, its IUPAC name is 2-cyclopentyl-2-hydroxy-2-phenylacetic acid. Its systematic name is Cyclopentylphenylglycolic acid.
Physical properties of Benzeneacetic acid, a-cyclopentyl-a-hydroxy- are: (1)ACD/LogP: 2.77 ; (2)ACD/LogD (pH 5.5): 0.34; (3)ACD/LogD (pH 7.4): -0.89; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 2.84; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 35.53 Å2; (12)Index of Refraction: 1.589; (13)Molar Refractivity: 59.52 cm3; (14)Molar Volume: 176.5 cm3; (15)Surface Tension: 55.3 dyne/cm; (16)Density: 1.247 g/cm3; (17)Flash Point: 207.2 °C; (18)Enthalpy of Vaporization: 68.11 kJ/mol; (19)Boiling Point: 395.6 °C at 760 mmHg; (20)Vapour Pressure: 5.73E-07 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
It can cause burns. In case of contact with eyes, you need rinse immediately with plenty of water and seek medical advice. When using it, you should wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1CCC(C1)C(C2=CC=CC=C2)(C(=O)O)O
(2)InChI: InChI=1S/C13H16O3/c14-12(15)13(16,11-8-4-5-9-11)10-6-2-1-3-7-10/h1-3,6-7,11,16H,4-5,8-9H2,(H,14,15)
(3)InChIKey: WFLUEQCOAQCQLP-UHFFFAOYSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View