ChemicalBook > CAS DataBase List > L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester

L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester

Product Name
L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester
CAS No.
1256490-52-4
Chemical Name
L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester
Synonyms
Sofosbuvir-003-S;2-naphthalen-7-ylethanamine;Octanedioicacid,3,11-dioxo-,dimethylester;(S)-Sofosbuvir Pentafluorophenoxy Analogue;N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-...;Isopropyl ((perfluorophenoxy)(phenoxy)phosphoryl)-L-alaninate;(2S)-Isopropyl 2-((perfluorophenoxy)(phenoxy)phosphorylamino...;N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester;Isopropyl (2S)-2-[[(Perfluorophenoxy)(phenoxy)phosphoryl]amino]propanoate;propan-2-yl (2S)-2-{[pentafluorophenoxy(phenoxy)phosphoryl]amino}propanoate
CBNumber
CB42704706
Molecular Formula
C18H17F5NO5P
Formula Weight
453.3
MOL File
1256490-52-4.mol
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L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester Property

Boiling point:
442.6±55.0 °C(Predicted)
Density 
1.405±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-3.81±0.70(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Matrix Scientific
Product number
122537
Product name
Isopropyl(2S)-2-[[(2,3,4,5,6-pentafluorophenoxy)-phenoxy-phosphoryl]amino]propanoate
Purity
97.0%
Packaging
1g
Price
$594
Updated
2021/12/16
Alichem
Product number
1256490524
Product name
(2S)-Isopropyl2-(((perfluorophenoxy)(phenoxy)phosphoryl)amino)propanoate
Packaging
25g
Price
$597.4
Updated
2021/12/16
BLDpharm
Product number
BD300401
Product name
(2S)-Isopropyl2-(((perfluorophenoxy)(phenoxy)phosphoryl)amino)propanoate
Purity
95+%
Packaging
100g
Price
$1016
Updated
2021/12/16
Ambeed
Product number
A621578
Product name
(2S)-Isopropyl2-(((perfluorophenoxy)(phenoxy)phosphoryl)amino)propanoate
Purity
95%
Packaging
100g
Price
$1043
Updated
2021/12/16
Ambeed
Product number
A621578
Product name
(2S)-Isopropyl2-(((perfluorophenoxy)(phenoxy)phosphoryl)amino)propanoate
Purity
95%
Packaging
1g
Price
$31
Updated
2021/12/16
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L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester Chemical Properties,Usage,Production

Synthesis

261909-49-3

771-61-9

1256490-52-4

GENERAL STEPS: In a reaction flask equipped with a mechanical stirrer, a reflux condenser tube, a thermometer, and under nitrogen protection, a solution of (L)-alanine isopropyl ester hydrochloride (Q) (2.8 g, 16.8 mmol) prepared in Example 1 was added with methylene chloride (21 mL). The mixture was stirred at room temperature until a homogeneous suspension was formed. Subsequently, the mixture was cooled to -65°C to -55°C using a dry ice-acetone bath and triethylamine (3.9 g, 38.8 mmol) was added slowly, ensuring that the temperature was maintained below -50°C. The mixture was then cooled to -65°C to -55°C using a dry ice-acetone bath. After addition, cooling was continued to -65°C to -55°C and a solution of dichloromethane (11 mL) of phenyl dichlorophosphate (3.3 g, 15.6 mmol) was added dropwise, controlling the temperature to below -50°C. The reaction mixture was stirred at -65°C to -55°C until the reaction was complete (about 1 h). In another reaction flask equipped with the same apparatus, pentafluorophenol (2.4 g, 13.0 mmol) and dichloromethane (28 mL) were added. The mixture was cooled to 0°C to 5°C and triethylamine (1.6 g, 15.8 mmol) was added slowly, keeping the temperature below 10°C. After the addition, the temperature was raised to 20°C to 25°C and maintained for 1 h. It was then added to the previously prepared mixture, which had to be cooled down to -15°C to -10°C and ensuring that the internal temperature did not exceed 5°C. After the addition, the reaction mixture was After addition, the reaction mixture is warmed to 0°C to 5°C and maintained until the reaction is complete (about 1 hour). Water (8.7 mL) was added to the reaction system and the temperature was controlled to be below 10°C. The reaction was then warmed to 20°C to 25°C, partitioned, and the organic phase was washed with water and concentrated to dryness under reduced pressure. The residual solvent was removed by azeotropic isopropyl acetate to give 9.0 g of residue (quantitative yield) with diastereoisomer ratio Sp:flp = 50:50.

References

[1] Patent: WO2016/151542, 2016, A1. Location in patent: Page/Page column 23; 24
[2] Patent: WO2014/62596, 2014, A1. Location in patent: Page/Page column 60
[3] Patent: US2014/206640, 2014, A1. Location in patent: Paragraph 0286; 0287
[4] Patent: CN106543253, 2017, A. Location in patent: Paragraph 0086-0089
[5] Patent: WO2018/48937, 2018, A1. Location in patent: Page/Page column 220; 221

L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester Suppliers

China 42 India 2 United States 6 Global 50
Bide Pharmatech Ltd.
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400-164-7117 13681763483
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Cool Pharm, Ltd
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SPIRO PHARMA
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BOC Sciences
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Amadis Chemical Company Limited
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Hubei Yangxin Medical Technology Co., Ltd.
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Aikon International Limited
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Shandong Chengchuang Blue Sea Pharmaceutical Technology Co., Ltd.
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View Lastest Price from L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester manufacturers

Career Henan Chemical Co
Product
L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester 1256490-52-4
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kgs
Release date
2020-02-18

1256490-52-4, L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl esterRelated Search:

N-[(S)-(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-L-alanine 1-Methylethyl ester Sofosbuvir metabolites D-Alanine, N-[[P(R),2'R]-2'-deoxy-2'-fluoro-2'-Methyl-P-phenyl-5'-uridylyl]-, 1-Methylethyl ester Sofosbuvir Sofosbuvir IMpurity PHENYLPHOSPHORIC ACID 2'-deoxy-2'-fluoro-2'-C-methyluridine PSI-6130 derivative (R)-isopropyl 2-(((R)-(perfluorophenoxy)(phenoxy)phosphoryl)amino)propanoate (2R,3R,4R,5R)-5-(4-benzaMido-2-oxopyriMidin-1(2H)-yl)-2-((benzoyloxy)Methyl)-4-chloro-4-Methyltetrahydrofuran-3-yl benzoate PSI-7976 ((2R,3R,4R,5R)-3-(benzoyloxy)-4-chloro-5-(2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)-4-Methyltetrahydrofuran-2-yl)Methyl benzoate Cytidine,N-benzoyl-2^-C-Methyl-,3^,5^-dibenzoate(9CI) 1-((2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxyMethyl)-3-Methyltetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione (2R,3R,4R,5S)-5-(4-benzaMido-2-oxopyriMidin-1(2H)-yl)-2-((benzoyloxy)Methyl)-4-fluoro-4-Methyltetrahydrofuran-3-yl benzoate L-Alanine, N-[(S)-hydroxyphenoxyphosphinyl]-, 1-Methylethyl ester, (P→3'),(P'→5')-diester with (2'R)-2'-deoxy-2'-fluoro-2'-Methyluridine PSI 7411 Pentafluorophenol

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  • N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester
  • Sofosbuvir-003-S
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  • 2-naphthalen-7-ylethanamine
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  • Isopropyl (2S)-2-[[(Perfluorophenoxy)(phenoxy)phosphoryl]amino]propanoate
  • 1256490-52-4