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

Base Information

• Chemical Name: L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester
• CAS No.: 1256490-52-4
• Molecular Formula: C18H17F5NO5P
• Molecular Weight: 453.302
• Mol file: 1256490-52-4.mol

Synonyms:L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester;Isopropyl (2S)-2-[[(2,3,4,5,6-pentafluorophenoxy)-phenoxy-phosphoryl]amino]propanoate;propan-2-yl (2S)-2-{[pentafluorophenoxy(phenoxy)phosphoryl]amino}propanoate;N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester

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

Chemical Property:

• Boiling Point: 442.6±55.0 °C(Predicted)
• PKA: -3.81±0.70(Predicted)
• PSA: 83.67000
• Density: 1.405±0.06 g/cm3(Predicted)
• LogP: 5.26860
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

95%+ ^*data from raw suppliers

Isopropyl(2S)-2-[[(2,3,4,5,6-pentafluorophenoxy)-phenoxy-phosphoryl]amino]propanoate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 11 articles about L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

phenyl(isopropoxy-L-alaninyl) phosphorochloridate (261909-49-3) + 2,3,4,5,6-pentafluorophenol (771-61-9) → (S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester (1256490-52-4,1627824-09-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 25 ℃; for 1h; Inert atmosphere;

Reference yield: 85.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + O-phenyl phosphorodichloridate (770-12-7) + alanine isopropyl ester hydrochloride (39613-92-8,62062-56-0,62062-65-1) → (S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester (1256490-52-4,1627824-09-2)

Guidance literature:

O-phenyl phosphorodichloridate; alanine isopropyl ester hydrochloride; With triethylamine; In dichloromethane; at -78 - 0 ℃; for 4.5h;

2,3,4,5,6-pentafluorophenol; With triethylamine; In dichloromethane; at 0 ℃; for 4.33h;

DOI:10.1021/acsmedchemlett.6b00270

Reference yield: 48.1%

2,3,4,5,6-pentafluorophenyl dichlorophosphate (17788-07-7) + alanine isopropyl ester hydrochloride (39613-92-8,62062-56-0,62062-65-1) + phenol (108-95-2,27073-41-2) → (S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester (1256490-52-4,1627824-09-2)

Guidance literature:

2,3,4,5,6-pentafluorophenyl dichlorophosphate; alanine isopropyl ester hydrochloride; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

phenol; With triethylamine; In dichloromethane; at 20 ℃; for 4h; Solvent; Concentration; Reagent/catalyst; Cooling with ice;

upstream raw materials:

2,3,4,5,6-pentafluorophenol

O-phenyl phosphorodichloridate

alanine isopropyl ester hydrochloride

phenyl(isopropoxy-L-alaninyl) phosphorochloridate

Downstream raw materials:

C₂₂H₃₀N₇O₈P

C₃₁H₄₄N₅O₉P

C₃₁H₄₄N₅O₉P

C₃₁H₄₂N₅O₁₀P

Refernces

• 1、 -. "CYCLOBUTYL PURINE DERIVATIVE OR SALT THEREOF". Paragraph 0327-0331. . Retrieved 2021/05/21.
• 2、 -. "Preparation method for phosphamide compound used for synthesis chiral drug". Paragraph 0032-0034. . Retrieved 2020/05/29.