(S,S)-methyl di[1-acetyloxy-1-(4-chlorophenyl)methyl]phosphinate

Base Information

• Chemical Name: (S,S)-methyl di[1-acetyloxy-1-(4-chlorophenyl)methyl]phosphinate
• CAS No.: 250782-62-8
• Molecular Formula: C₁₉H₁₉Cl₂O₆P
• Molecular Weight: 445.236
• Mol file: 250782-62-8.mol

Synonyms:(S,S)-methyl di[1-acetyloxy-1-(4-chlorophenyl)methyl]phosphinate

Chemical Property of (S,S)-methyl di[1-acetyloxy-1-(4-chlorophenyl)methyl]phosphinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S)-methyl di[1-acetyloxy-1-(4-chlorophenyl)methyl]phosphinate

There total 2 articles about (S,S)-methyl di[1-acetyloxy-1-(4-chlorophenyl)methyl]phosphinate 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: 32.0%

methyl hypophosphite (14684-31-2) + acetic anhydride (108-24-7) + 4-chlorobenzaldehyde (104-88-1) → (S,S)-methyl di[1-acetyloxy-1-(4-chlorophenyl)methyl]phosphinate (250782-62-8) + (S,R,Rp)- and (S,R,Sp)-methyl di[1-acetyloxy-1-(4-chlorophenyl)methyl]phosphinate + Acetic acid (R)-{[(R)-acetoxy-(4-chloro-phenyl)-methyl]-methoxy-phosphinoyl}-(4-chloro-phenyl)-methyl ester

Guidance literature:

methyl hypophosphite; 4-chlorobenzaldehyde; Al-Li-(R,R')-2,2'-dihydroxy-1,1'-binaphthyl; In tetrahydrofuran; at -40 ℃; for 18h;

acetic anhydride; With pyridine; dmap; In dichloromethane; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(99)00709-7

Reference yield:

methyl hypophosphite (14684-31-2) + R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid (20445-31-2) + acetic anhydride (108-24-7) + 4-chlorobenzaldehyde (104-88-1) → (S,S)-methyl di[1-acetyloxy-1-(4-chlorophenyl)methyl]phosphinate (250782-62-8) + Acetic acid (R)-{[(R)-acetoxy-(4-chloro-phenyl)-methyl]-methoxy-phosphinoyl}-(4-chloro-phenyl)-methyl ester + (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-(4-chloro-phenyl)-{[(S)-(4-chloro-phenyl)-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-methyl]-methoxy-phosphinoyl}-methyl ester + (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-(4-chloro-phenyl)-{[(R)-(4-chloro-phenyl)-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-methyl]-methoxy-phosphinoyl}-methyl ester

Guidance literature:

Multistep reaction. Further byproducts given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(99)00709-7

Reference yield: 37.0%

(S,S)-methyl di[1-acetyloxy-1-(4-chlorophenyl)methyl]phosphinate (250782-62-8) → (S,S)-methyl di[1-hydroxy-1-(4-chlorophenyl)methyl]phosphinate

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1h;

DOI:10.1016/S0040-4020(99)00709-7

upstream raw materials:

methyl hypophosphite

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

acetic anhydride

4-chlorobenzaldehyde