5-Benzenesulfinyl-2-(4-benzyloxy-3-methoxy-phenyl)-2-phenyl-pentanoic acid methyl ester

Base Information

• Chemical Name: 5-Benzenesulfinyl-2-(4-benzyloxy-3-methoxy-phenyl)-2-phenyl-pentanoic acid methyl ester
• CAS No.: 180333-61-3
• Molecular Formula: C₃₂H₃₂O₅S
• Molecular Weight: 528.669

Synonyms:5-Benzenesulfinyl-2-(4-benzyloxy-3-methoxy-phenyl)-2-phenyl-pentanoic acid methyl ester

Chemical Property of 5-Benzenesulfinyl-2-(4-benzyloxy-3-methoxy-phenyl)-2-phenyl-pentanoic acid methyl ester

Chemical Property:

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Technology Process of 5-Benzenesulfinyl-2-(4-benzyloxy-3-methoxy-phenyl)-2-phenyl-pentanoic acid methyl ester

There total 3 articles about 5-Benzenesulfinyl-2-(4-benzyloxy-3-methoxy-phenyl)-2-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: 87.4%

2-(4-Benzyloxy-3-methoxy-phenyl)-2-phenyl-5-phenylsulfanyl-pentanoic acid methyl ester (180333-60-2) → 5-Benzenesulfinyl-2-(4-benzyloxy-3-methoxy-phenyl)-2-phenyl-pentanoic acid methyl ester (180333-61-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -66 - -64 ℃; for 2.75h;

DOI:10.1248/cpb.44.1188

Reference yield:

3-phenylthio-1-bromopropane (3238-98-0) → 5-Benzenesulfinyl-2-(4-benzyloxy-3-methoxy-phenyl)-2-phenyl-pentanoic acid methyl ester (180333-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA, 2.) hexamethylphosphoric triamide / 1.) THF, cyclohexane, from -7 to 0 deg C, 45 min, 2.) THF, cyclohexane, from -65 to -35 deg C, 3 h

2: 87.4 percent / m-CPBA / CH₂Cl₂ / 2.75 h / -66 - -64 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In dichloromethane;

DOI:10.1248/cpb.44.1188

Reference yield:

methyl 2-(4-benzyloxy-3-methoxyphenyl)-2-phenyl acetate (180333-59-9) → 5-Benzenesulfinyl-2-(4-benzyloxy-3-methoxy-phenyl)-2-phenyl-pentanoic acid methyl ester (180333-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA, 2.) hexamethylphosphoric triamide / 1.) THF, cyclohexane, from -7 to 0 deg C, 45 min, 2.) THF, cyclohexane, from -65 to -35 deg C, 3 h

2: 87.4 percent / m-CPBA / CH₂Cl₂ / 2.75 h / -66 - -64 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In dichloromethane;

DOI:10.1248/cpb.44.1188

upstream raw materials:

2-(4-Benzyloxy-3-methoxy-phenyl)-2-phenyl-5-phenylsulfanyl-pentanoic acid methyl ester

3-phenylthio-1-bromopropane

methyl 2-(4-benzyloxy-3-methoxyphenyl)-2-phenyl acetate

Downstream raw materials:

5-(4-benzyloxy-3-methoxyphenyl)-5-phenyl-2-cyclopenten-1-one

5-Benzenesulfinyl-2-(4-benzyloxy-3-methoxy-phenyl)-2-phenyl-cyclopentanone

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