(S)-4-(4-Methyl-2-trifluoromethanesulfonyloxy-phenyl)-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-4-(4-Methyl-2-trifluoromethanesulfonyloxy-phenyl)-pentanoic acid methyl ester
• CAS No.: 395080-33-8
• Molecular Formula: C₁₄H₁₇F₃O₅S
• Molecular Weight: 354.347
• Mol file: 395080-33-8.mol

Synonyms:(S)-4-(4-Methyl-2-trifluoromethanesulfonyloxy-phenyl)-pentanoic acid methyl ester

Chemical Property of (S)-4-(4-Methyl-2-trifluoromethanesulfonyloxy-phenyl)-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(4-Methyl-2-trifluoromethanesulfonyloxy-phenyl)-pentanoic acid methyl ester

There total 5 articles about (S)-4-(4-Methyl-2-trifluoromethanesulfonyloxy-phenyl)-pentanoic acid methyl 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:

(E)-5-Acetoxy-4-(2-methoxy-4-methyl-phenyl)-pent-2-enoic acid methyl ester (164921-78-2) → (S)-4-(4-Methyl-2-trifluoromethanesulfonyloxy-phenyl)-pentanoic acid methyl ester (395080-33-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: immobilized lipase (MY-30); H₂O / diisopropyl ether / 72 h / 33 °C

2.1: H₂ / 20 percent Pd(OH)2-C / ethyl acetate / 20 °C

3.1: pyridine / 12 h / 20 °C

4.1: 42 percent / NaBH₄ / dimethylsulfoxide / 2 h / 80 °C

5.1: AlCl₃; EtSH / 1 h / 0 °C

5.2: 0.226 g / Et₃N / CH₂Cl₂ / 0 °C

With pyridine; sodium tetrahydroborate; aluminium trichloride; immobilized lipase (MY-30); water; hydrogen; ethanethiol; palladium hydroxide - carbon; In di-isopropyl ether; dimethyl sulfoxide; ethyl acetate;

DOI:10.1248/cpb.49.1581

Reference yield:

methyl (4S)-(2-methoxy-4-methylpenyl)-5-hydroxypentanoate (170423-66-2) → (S)-4-(4-Methyl-2-trifluoromethanesulfonyloxy-phenyl)-pentanoic acid methyl ester (395080-33-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: H₂ / 20 percent Pd(OH)2-C / ethyl acetate / 20 °C

2.1: pyridine / 12 h / 20 °C

3.1: 42 percent / NaBH₄ / dimethylsulfoxide / 2 h / 80 °C

4.1: AlCl₃; EtSH / 1 h / 0 °C

4.2: 0.226 g / Et₃N / CH₂Cl₂ / 0 °C

With pyridine; sodium tetrahydroborate; aluminium trichloride; hydrogen; ethanethiol; palladium hydroxide - carbon; In dimethyl sulfoxide; ethyl acetate;

DOI:10.1248/cpb.49.1581

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + methyl (4S)-(2-methoxy-4-methylphenyl)pentanoate (170423-72-0) → (S)-4-(4-Methyl-2-trifluoromethanesulfonyloxy-phenyl)-pentanoic acid methyl ester (395080-33-8)

Guidance literature:

methyl (4S)-(2-methoxy-4-methylphenyl)pentanoate; With aluminium trichloride; ethanethiol; at 0 ℃; for 1h;

trifluoromethylsulfonic anhydride; With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1248/cpb.49.1581

upstream raw materials:

trifluoromethylsulfonic anhydride

methyl (4S)-(2-methoxy-4-methylphenyl)pentanoate

methyl (4S)-(2-methoxy-4-methylpenyl)-5-hydroxypentanoate

methyl (4S)-(2-methoxy-4-methylphenyl)-5-tosyloxypentanoate

Downstream raw materials:

(4S)-(4-methylphenyl)pentanoic acid

methyl (4S)-(4-methylphenyl)pentanoate