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

Base Information

• Chemical Name: L-Alanine, N-(chlorophenoxyphosphinyl)-, 1-methylethyl ester
• CAS No.: 261909-49-3
• Molecular Formula: C12H17ClNO4P
• Molecular Weight: 305.698
• Mol file: 261909-49-3.mol

Synonyms:N-(Chlorophenoxyphosphinyl)-L-alanine 1-methylethyl ester

Chemical Property of L-Alanine, N-(chlorophenoxyphosphinyl)-, 1-methylethyl ester

Chemical Property:

• Appearance/Colour: white powder
• Boiling Point: 376.5±44.0 °C(Predicted)
• PKA: -6.04±0.70(Predicted)
• PSA: 74.44000
• Density: 1.249±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 3.73290

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(Chlorophenoxyphosphinyl)-L-alanine 1-methylethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Alanine, N-(chlorophenoxyphosphinyl)-, 1-methylethyl ester

There total 9 articles about L-Alanine, N-(chlorophenoxyphosphinyl)-, 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%

O-phenyl phosphorodichloridate (770-12-7) + alanine isopropyl ester hydrochloride (39613-92-8,62062-56-0,62062-65-1) → phenyl(isopropoxy-L-alaninyl) phosphorochloridate (261909-49-3)

Guidance literature:

With triethylamine; In tert-butyl methyl ether; at -65 - -50 ℃; for 2h; Inert atmosphere; Cooling with acetone-dry ice;

Reference yield: 99.0%

isopropyl L-alanine (39825-33-7) + O-phenyl phosphorodichloridate (770-12-7) → phenyl(isopropoxy-L-alaninyl) phosphorochloridate (261909-49-3)

Guidance literature:

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 1.25h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00833

Reference yield: 80.0%

O-phenyl phosphorodichloridate (770-12-7) → phenyl(isopropoxy-L-alaninyl) phosphorochloridate (261909-49-3)

Guidance literature:

With triethylamine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm401853a

upstream raw materials:

O-phenyl phosphorodichloridate

alanine isopropyl ester hydrochloride

toluene-4-sulfonic acid

isopropyl L-alanine

Downstream raw materials:

C₂₇H₃₃N₈O₉P

isopropyl (2R)-2-[[(2,3,4,5,6-pentafluorophenoxy)-phenoxy-phosphoryl]amino]propanoate

Refernces

• 1、 Tyndall, Edward M.,Draffan, Alistair G.,Frey, Barbara,Pool, Brett,Halim, Rosliana,Jahangiri, Saba,Bond, Silas,Wirth, Veronika,Luttick, Angela,Tilmanis, Danielle,Thomas, Jesse,Porter, Kate,Tucker, Simon P.. "Prodrugs of imidazotriazine and pyrrolotriazine C-nucleosides can increase anti-HCV activity and enhance nucleotide triphosphate concentrations in vitro". . p. 869 - 873. Retrieved 2015.
• 2、 -. "4'-HALOGEN CONTAINING NUCLEOTIDE AND NUCLEOSIDE THERAPEUTIC COMPOSITIONS AND USES RELATED THERETO". Page/Page column 317-318. . Retrieved 2021/07/10.
• 3、 Xu, Qin,Taher, Taher E.,Ashby, Elizabeth,Sharif, Maria,Willcox, Benjamin E.,Mehellou, Youcef. "Generation of Stable Isopentenyl Monophosphate Aryloxy Triester Phosphoramidates as Activators of Vγ9Vδ2 T Cells". . p. 2375 - 2380. Retrieved 2021/05/26.