(S)-(1R*,2R*)-diethyl [1-methanesulfonyloxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate

Base Information

• Chemical Name: (S)-(1R*,2R*)-diethyl [1-methanesulfonyloxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate
• CAS No.: 251921-07-0
• Molecular Formula: C₁₇H₂₈NO₉PS
• Molecular Weight: 453.45
• Mol file: 251921-07-0.mol

Synonyms:(S)-(1R*,2R*)-diethyl [1-methanesulfonyloxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate

Chemical Property of (S)-(1R*,2R*)-diethyl [1-methanesulfonyloxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(1R*,2R*)-diethyl [1-methanesulfonyloxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate

There total 2 articles about (S)-(1R*,2R*)-diethyl [1-methanesulfonyloxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate 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: 88.0%

methanesulfonyl chloride (124-63-0) + (S)-(1R*,2R*)-diethyl [1-hydroxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate (199392-70-6) → (S)-(1R*,2R*)-diethyl [1-methanesulfonyloxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate (251921-07-0)

Guidance literature:

With triethylamine; In dichloromethane; at -10 ℃; for 0.25h;

DOI:10.1021/jo990060r

Reference yield:

(E)-diethyl (4-methoxylstyryl)phosphonate (87750-67-2) → (S)-(1R*,2R*)-diethyl [1-methanesulfonyloxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate (251921-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / (DHQ)2PHAL; K₂OsO₂(OH)4 / propan-1-ol; H₂O / 2 h / 20 °C

2: 88 percent / Et₃N / CH₂Cl₂ / 0.25 h / -10 °C

With Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); triethylamine; In propan-1-ol; dichloromethane; water; 1: Addition / 2: Substitution;

DOI:10.1021/jo990060r

Reference yield: 93.0%

(S)-(1R*,2R*)-diethyl [1-methanesulfonyloxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate (251921-07-0) → (R)-(1R*,2S*)-diethyl [1,2-[N-(ethoxycarbonyl)aziridino]-2-(p-methoxyphenyl)ethyl]phosphonate

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 3h;

DOI:10.1021/jo990060r

upstream raw materials:

methanesulfonyl chloride

(S)-(1R*,2R*)-diethyl [1-hydroxy-2-(p-methoxyphenyl)-2-(O-ethylcarbamyl)ethyl]phosphonate

(E)-diethyl (4-methoxylstyryl)phosphonate