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Name	L-Alanine, N-(chlorophenoxyphosphinyl)-, 1-methylethyl ester	EINECS	N/A
CAS No.	261909-49-3	Density	1.249±0.06 g/cm3 (20 oC 760 Torr)
PSA	74.44000	LogP	3.73290
Solubility	(1.9 g/L) (25 oC)	Melting Point	N/A
Formula	C12H17ClNO4P	Boiling Point	376.5±44.0 °C(Predicted)
Molecular Weight	305.698	Flash Point	N/A
Transport Information	N/A	Appearance	white powder
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	N-(Chlorophenoxyphosphinyl)-L-alanine 1-methylethyl ester	Article Data	68

L-Alanine, N-(chlorophenoxyphosphinyl)-, 1-methylethyl ester Synthetic route

: 770-12-7
O-phenyl phosphorodichloridate

: 39613-92-8, 62062-56-0, 62062-65-1
alanine isopropyl ester hydrochloride

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

Conditions

Conditions	Yield
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%

: 39825-33-7
isopropyl L-alanine

: 770-12-7
O-phenyl phosphorodichloridate

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

Conditions

Conditions	Yield
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;

: 770-12-7
O-phenyl phosphorodichloridate

(isopropoxy-2-oxo-ethyl-L-alaninyl)ammonium salt: (isopropoxy-2-oxo-ethyl-L-alaninyl)ammonium salt

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -78 - 20℃; Inert atmosphere;	80%

: toluene-4-sulfonic acid; compound with 2-amino-propionic acid isopropyl ester

: 770-12-7
O-phenyl phosphorodichloridate

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -78 - 20℃;	55%
With triethylamine In dichloromethane at -78 - 20℃;

: 104-15-4
toluene-4-sulfonic acid

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

Conditions

Conditions	Yield
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

: 108-95-2
phenol

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

Conditions

Conditions	Yield
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

: C6H12ClNO2

: 770-12-7
O-phenyl phosphorodichloridate

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -78 - 20℃;	760 g

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 1256490-52-4
(S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester

Conditions

Conditions	Yield
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;

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

: 1-[(2R,3R,4R,5R)-4-(benzyloxy)-3-fluoro-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione

: (2S)-isopropyl 2-{[({(2R,3R,4R,5R)-3-(benzyloxy)-5-[2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]-4-fluoro-4-methyltetrahydrofuran-2-yl}methoxy)(phenoxy)phosphoryl]amino}propanoate

Conditions

Conditions	Yield
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%

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

: C22H41FN2O6Si2

: C34H57FN3O10PSi2

Conditions

Conditions	Yield
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%

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