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CAS No.: | 261909-49-3 |
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Name: | L-Alanine, N-(chlorophenoxyphosphinyl)-, 1-methylethyl ester |
Article Data: | 68 |
Molecular Structure: | |
Formula: | C12H17ClNO4P |
Molecular Weight: | 305.698 |
Synonyms: | N-(Chlorophenoxyphosphinyl)-L-alanine 1-methylethyl ester |
Density: | 1.249±0.06 g/cm3 (20 oC 760 Torr) |
Boiling Point: | 376.5±44.0 °C(Predicted) |
Solubility: | (1.9 g/L) (25 oC) |
Appearance: | white powder |
PSA: | 74.44000 |
LogP: | 3.73290 |
O-phenyl phosphorodichloridate
alanine isopropyl ester hydrochloride
phenyl(isopropoxy-L-alaninyl) phosphorochloridate
Conditions | Yield |
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With triethylamine In tert-butyl methyl ether at -65 - -50℃; for 2h; Inert atmosphere; Cooling with acetone-dry ice; | 100% |
With triethylamine In tert-butyl methyl ether at -55℃; for 2h; | 100% |
With triethylamine In dichloromethane at -78 - 20℃; for 2.5h; Inert atmosphere; | 93% |
isopropyl L-alanine
O-phenyl phosphorodichloridate
phenyl(isopropoxy-L-alaninyl) phosphorochloridate
Conditions | Yield |
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With triethylamine In dichloromethane at -78 - 20℃; for 1.25h; Inert atmosphere; | 99% |
With triethylamine In dichloromethane | 78% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at -80℃; for 2h; |
O-phenyl phosphorodichloridate
phenyl(isopropoxy-L-alaninyl) phosphorochloridate
Conditions | Yield |
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With triethylamine In dichloromethane at -78 - 20℃; Inert atmosphere; | 80% |
O-phenyl phosphorodichloridate
phenyl(isopropoxy-L-alaninyl) phosphorochloridate
Conditions | Yield |
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With triethylamine In dichloromethane at -78 - 20℃; | 55% |
With triethylamine In dichloromethane at -78 - 20℃; |
toluene-4-sulfonic acid
phenyl(isopropoxy-L-alaninyl) phosphorochloridate
Conditions | Yield |
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Multi-step reaction with 2 steps 1: toluene / Heating 2: triethylamine / CH2Cl2 / -78 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: toluene / 24 h / 120 °C 2: triethylamine / dichloromethane / -78 - 20 °C View Scheme |
phenol
phenyl(isopropoxy-L-alaninyl) phosphorochloridate
Conditions | Yield |
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Multi-step reaction with 2 steps 1: trichlorophosphate; triethylamine / dichloromethane / 2 h / -78 - 20 °C 2: triethylamine / dichloromethane / 2 h / -78 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: trichlorophosphate; triethylamine / dichloromethane / -78 - 20 °C 2: triethylamine / dichloromethane / 2 h / -78 °C View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine; trichlorophosphate / dichloromethane / 2 h / -78 - 20 °C 2: triethylamine / dichloromethane / 2 h / -78 - 20 °C View Scheme |
O-phenyl phosphorodichloridate
phenyl(isopropoxy-L-alaninyl) phosphorochloridate
Conditions | Yield |
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With triethylamine In dichloromethane at -78 - 20℃; | 760 g |
phenyl(isopropoxy-L-alaninyl) phosphorochloridate
2,3,4,5,6-pentafluorophenol
(S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester
Conditions | Yield |
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With triethylamine In dichloromethane at 0 - 25℃; for 1h; Inert atmosphere; | 100% |
With triethylamine In dichloromethane at -5 - 20℃; for 20.33h; Inert atmosphere; | 41% |
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; |
phenyl(isopropoxy-L-alaninyl) phosphorochloridate
Conditions | Yield |
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Stage #1: 1-[(2R,3R,4R,5R)-4-(benzyloxy)-3-fluoro-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione With isopropylmagnesium chloride, lithium chloride complex In tetrahydrofuran at -20℃; for 2h; Stage #2: phenyl(isopropoxy-L-alaninyl) phosphorochloridate In tetrahydrofuran at -20℃; for 4h; | 99% |
Conditions | Yield |
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Stage #1: C22H41FN2O6Si2 With isopropylmagnesium chloride In tetrahydrofuran at -25℃; for 2h; Stage #2: phenyl(isopropoxy-L-alaninyl) phosphorochloridate In tetrahydrofuran at -25 - -5℃; for 15h; Temperature; | 99% |