5-((Z)-1-Carboxy-2-p-tolyl-vinylsulfanylcarbonyl)-pentanoic acid methyl ester

Base Information

• Chemical Name: 5-((Z)-1-Carboxy-2-p-tolyl-vinylsulfanylcarbonyl)-pentanoic acid methyl ester
• CAS No.: 100597-47-5
• Molecular Formula: C₁₇H₂₀O₅S
• Molecular Weight: 336.409

Synonyms:5-((Z)-1-Carboxy-2-p-tolyl-vinylsulfanylcarbonyl)-pentanoic acid methyl ester

Chemical Property of 5-((Z)-1-Carboxy-2-p-tolyl-vinylsulfanylcarbonyl)-pentanoic acid methyl ester

Chemical Property:

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Technology Process of 5-((Z)-1-Carboxy-2-p-tolyl-vinylsulfanylcarbonyl)-pentanoic acid methyl ester

There total 1 articles about 5-((Z)-1-Carboxy-2-p-tolyl-vinylsulfanylcarbonyl)-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: 42.4%

methyl adipoyl chloride (35444-44-1) + α-mercapto-β-(4-methylphenyl)acrylic acid (93515-29-8) → 5-((Z)-1-Carboxy-2-p-tolyl-vinylsulfanylcarbonyl)-pentanoic acid methyl ester (100597-47-5)

Guidance literature:

With sodium hydroxide; In diethyl ether; water; at 0 ℃; for 1h;

DOI:10.1248/cpb.33.2256

Reference yield: 84.5%

5-((Z)-1-Carboxy-2-p-tolyl-vinylsulfanylcarbonyl)-pentanoic acid methyl ester (100597-47-5) → 5-[5-Oxo-4-[1-p-tolyl-meth-(E)-ylidene]-[1,3]oxathiolan-(2E)-ylidene]-pentanoic acid methyl ester (100505-27-9)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1248/cpb.33.2256

Reference yield:

5-((Z)-1-Carboxy-2-p-tolyl-vinylsulfanylcarbonyl)-pentanoic acid methyl ester (100597-47-5) → 5-[4-(4-Methyl-benzyl)-5-oxo-[1,3]oxathiolan-2-yl]-pentanoic acid methyl ester (100597-76-0,100597-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 84.5 percent / thionyl chloride / dimethylformamide / 1 h / Ambient temperature

2: 71.1 percent / H₂ / Pd(C) / ethyl acetate / 4 h / Ambient temperature

With thionyl chloride; hydrogen; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.33.2256

upstream raw materials:

methyl adipoyl chloride

α-mercapto-β-(4-methylphenyl)acrylic acid

Downstream raw materials:

5-[5-Oxo-4-[1-p-tolyl-meth-(E)-ylidene]-[1,3]oxathiolan-(2E)-ylidene]-pentanoic acid methyl ester

4-[1-(4-Methoxy-phenyl)-meth-(Z)-ylidene]-3-oxo-2-prop-(E)-ylidene-3λ⁴-[1,3]oxathiolan-5-one

5-[4-(4-Methyl-benzyl)-5-oxo-[1,3]oxathiolan-2-yl]-pentanoic acid methyl ester

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