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CAS No.: | 158722-22-6 |
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Name: | (4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid |
Article Data: | 14 |
Molecular Structure: | |
Formula: | C16H13NO3 |
Molecular Weight: | 267.284 |
Synonyms: | (4S,5R)-2,4-Diphenyl-4,5-dihydro-1,3-oxazole-5-carboxylic acid; |
Density: | 1.27±0.1 g/cm3(Predicted) |
Melting Point: | 203-204℃ |
Boiling Point: | 486.3±45.0 °C(Predicted) |
PSA: | 58.89000 |
LogP: | 2.09350 |
(4S,5R)-2,4-diphenyl-2-oxazoline-5-carboxylic acid methyl ester
(4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid
Conditions | Yield |
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With sodium hydroxide | 96% |
With sodium hydroxide In methanol; water at 20℃; | 86% |
With sodium hydroxide In methanol; water at 20℃; for 5h; | 86% |
With hydrogenchloride; sodium hydroxide | 76% |
With sodium hydroxide In water |
(-)-menthyl (4S,5S)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylate
(4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid
Conditions | Yield |
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Stage #1: (-)-menthyl (4S,5S)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylate With water; potassium carbonate In methanol at 20℃; Stage #2: With hydrogenchloride In water pH=2; | 81% |
(-)-menthyl (4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylate
(4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid
Conditions | Yield |
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Stage #1: (-)-menthyl (4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylate With water; potassium carbonate In methanol at 20℃; for 5h; Stage #2: With hydrogenchloride In water pH=2; | 79% |
(4S-trans)-4,5-dihydro-2,4-diphenyl-5-vinyloxazoline
(4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid
Conditions | Yield |
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With ruthenium trichloride; sodium periodate; sodium hydrogencarbonate In tetrachloromethane; water; acetonitrile for 48h; | 78% |
With ruthenium trichloride; sodium periodate; sodium hydrogencarbonate In tetrachloromethane; water; acetonitrile for 48h; Oxidation; degradation; |
(4S-trans)-4,5-dihydro-2,4-diphenyl-5-vinyloxazoline
(4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid
Conditions | Yield |
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With sodium hydrogencarbonate; ruthenium(III)chloride In tetrachloromethane; water; acetonitrile | 75% |
N-((1S,2S,3R)-3,4-Dihydroxy-2-iodo-1-phenyl-butyl)-benzamide
(4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid
Conditions | Yield |
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With sodium chlorite; sodium periodate; sodium dihydrogenphosphate 1.) acetone, H2O, RT, 2.) 2-methyl-2-butene, t-BuOH, H2O, RT; Yield given; Multistep reaction; |
(2R,3S)-2,3-dihydroxy-3-phenyl-propionic acid
benzonitrile
(4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid
Conditions | Yield |
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With sulfuric acid at -10 - 20℃; |
(4S,5R)-[2,4-diphenyl-(5-hydroxymethyl)]-1,3-oxazoline
(4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid
Conditions | Yield |
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With pyridinium chlorochromate In N,N-dimethyl-formamide for 2h; |
(2R,3S)-3-phenylisoserine hydrochloride
(4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: NaOH / H2O View Scheme | |
Multi-step reaction with 2 steps 1: 41 percent / toluene / 8 h / Heating 2: 86 percent / NaOH / methanol; H2O / 20 °C View Scheme |
orthobenzoic acid trimethyl ester
(4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaOH / H2O View Scheme | |
Multi-step reaction with 2 steps 1: 41 percent / toluene / 8 h / Heating 2: 86 percent / NaOH / methanol; H2O / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 41 percent / toluene / 8 h / Heating 2: 86 percent / NaOH / methanol; H2O / 20 °C View Scheme |