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1334513-02-8

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Basic Information
CAS No.: 1334513-02-8
Name: N-[(S)-(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-L-alanine 1-Methylethyl ester
Article Data: 26
Cas Database
Molecular Structure:
Molecular Structure of 1334513-02-8 (N-[(S)-(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-L-alanine 1-Methylethyl ester)
Formula: C18H17F5NO5P
Molecular Weight: 453.302
Synonyms: L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-methylethyl ester; N-[(S)-(2,3,4,5,6-Pentafluorophenoxy)Phenoxyphosphinyl]-L-Alanine 1-Methylethyl Ester; N-[(S)-(2,3,4,5,6-Penta fluorophenoxy)phenoxy phosphinyl]-L-alanine 1-methylethyl ester; Sofosbuvir Side Chain; N-[(S)-(2,3,4,5,6-Pentafluorophenoxy)-phenoxyphosphinyl]-L-alanine 1-methylethyl ester; N-[(S)-(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-L-alanine1-Methylethyl ester; N-((S)-(2,3,4,5,6-Pentafluoro Phenoxy) Phenoxy Phosphinyl)-L--Alanine-1-Methyl Ethyl Ester; n-((s)-(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl)-l-alanine1-methylethylester; (2s)-isopropyl-2-((perfluorophenoxyl)(phenoxy)phosphorylamino)Propanoate
EINECS: 695-076-0
Density: 1.405
Boiling Point: 442.6±55.0 °C(Predicted)
PSA: 83.67000
LogP: 5.26860
Related products
Synthetic route
771-61-9

2,3,4,5,6-pentafluorophenol

770-12-7

O-phenyl phosphorodichloridate

39613-92-8, 62062-56-0, 62062-65-1

alanine isopropyl ester hydrochloride

1334513-02-8

(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester

Conditions
ConditionsYield
Stage #1: 2,3,4,5,6-pentafluorophenol; O-phenyl phosphorodichloridate With triethylamine In chloroform at 0℃; under 11251.1 Torr;
Stage #2: alanine isopropyl ester hydrochloride In chloroform Temperature;		88%
Stage #1: alanine isopropyl ester hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane at -68℃; for 0.5h;
Stage #2: O-phenyl phosphorodichloridate In dichloromethane at -10℃; for 0.5h;
Stage #3: 2,3,4,5,6-pentafluorophenol With N-ethyl-N,N-diisopropylamine In dichloromethane		78%
Stage #1: O-phenyl phosphorodichloridate; alanine isopropyl ester hydrochloride With triethylamine In dichloromethane at -78 - 20℃; for 2h;
Stage #2: 2,3,4,5,6-pentafluorophenol With triethylamine In dichloromethane at -78 - 20℃; for 3h;		61.6%
...Expand
261909-49-3

phenyl(isopropoxy-L-alaninyl) phosphorochloridate

2263-53-8

sodium pentafluorophenolate

1334513-02-8

(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester

Conditions
ConditionsYield
Stage #1: phenyl(isopropoxy-L-alaninyl) phosphorochloridate; sodium pentafluorophenolate In tetrahydrofuran at -10℃;
Stage #2: With triethylamine In n-heptane; tert-butyl methyl ether pH=8;		66.81%
261909-49-3

phenyl(isopropoxy-L-alaninyl) phosphorochloridate

771-61-9

2,3,4,5,6-pentafluorophenol

1334513-02-8

(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 4h;45.1%
With triethylamine In dichloromethane at 0℃; for 4h; Inert atmosphere;45.1%
17788-07-7

2,3,4,5,6-pentafluorophenyl dichlorophosphate

39613-92-8, 62062-56-0, 62062-65-1

alanine isopropyl ester hydrochloride

A

1334513-02-8

(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester

B

1337529-56-2

(S)-2-[(S)-(2,3,4,5,6-pentafluoro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester

Conditions
ConditionsYield
Stage #1: 2,3,4,5,6-pentafluorophenyl dichlorophosphate With triethylamine; phenol In dichloromethane at 20℃; for 0.5h;
Stage #2: alanine isopropyl ester hydrochloride With triethylamine In dichloromethane at 0℃; for 1h;
...Expand
261909-49-3

phenyl(isopropoxy-L-alaninyl) phosphorochloridate

771-61-9

2,3,4,5,6-pentafluorophenol

A

1334513-02-8

(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester

B

1337529-56-2

(S)-2-[(S)-(2,3,4,5,6-pentafluoro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;
With triethylamine In dichloromethane at -10 - 0℃; for 1.5h;A n/a
B n/a
With triethylamine In dichloromethane at -15 - 5℃; for 1h; Inert atmosphere;A n/a
B n/a
...Expand
39613-92-8, 62062-56-0, 62062-65-1

alanine isopropyl ester hydrochloride

A

1334513-02-8

(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester

B

1337529-56-2

(S)-2-[(S)-(2,3,4,5,6-pentafluoro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dichloromethane / 0.5 h / -10 °C / Inert atmosphere
2: triethylamine / dichloromethane / 1.5 h / -10 - 0 °C
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / tert-butyl methyl ether / 2 h / -65 - -50 °C / Inert atmosphere; Cooling with acetone-dry ice
2: triethylamine / dichloromethane / 1 h / -15 - 5 °C / Inert atmosphere
View Scheme
770-12-7

O-phenyl phosphorodichloridate

A

1334513-02-8

(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester

B

1337529-56-2

(S)-2-[(S)-(2,3,4,5,6-pentafluoro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dichloromethane / 0.5 h / -10 °C / Inert atmosphere
2: triethylamine / dichloromethane / 1.5 h / -10 - 0 °C
View Scheme
771-61-9

2,3,4,5,6-pentafluorophenol

770-12-7

O-phenyl phosphorodichloridate

39613-92-8, 62062-56-0, 62062-65-1

alanine isopropyl ester hydrochloride

A

1334513-02-8

(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester

B

C18H17F5NO4P

Conditions
ConditionsYield
Stage #1: alanine isopropyl ester hydrochloride With triethylamine In dichloromethane at -70℃; for 0.75h;
Stage #2: O-phenyl phosphorodichloridate In dichloromethane at -70 - 0℃; for 8h;
Stage #3: 2,3,4,5,6-pentafluorophenol With triethylamine In dichloromethane at 0 - 20℃;
...Expand
770-12-7

O-phenyl phosphorodichloridate

1334513-02-8

(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / ethyl acetate / 1 h / -10 °C / Enzymatic reaction
1.2: 2.5 h / -5 - 25 °C
2.1: triethylamine / ethyl acetate; n-heptane / 4 - 8 h / Resolution of racemate
View Scheme
Multi-step reaction with 2 steps
1.1: triethylamine / dichloromethane / 1.5 h / -60 - 25 °C / Inert atmosphere
2.1: tetrahydrofuran / -10 °C
2.2: pH 8
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 20 h / -70 - 20 °C
2: triethylamine / dichloromethane / 20 h / -5 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 1 h / -78 - 20 °C
2: triethylamine / dichloromethane / 4 h / 0 °C
View Scheme
39825-33-7

isopropyl L-alanine

1334513-02-8

(S)-2-[((S)-(2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / ethyl acetate / 1 h / -10 °C / Enzymatic reaction
1.2: 2.5 h / -5 - 25 °C
2.1: triethylamine / ethyl acetate; n-heptane / 4 - 8 h / Resolution of racemate
View Scheme
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    FOB Price:  USD $ 0.0-0.0

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    1334513-02-8

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    Product name: N-[(S)-(2,3,4,5,6-Pentafluorophenoxy)-Phenoxy-Phosphinyl]-1-Methylethyl Ester CAS No.: 1334513-02-8 Molecule Formula：C18H17F5NO5P Molecule Weight：453.30 Purity: 99.0% Package: 25kg/drum Description：White powder Manufactu

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