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

Base Information

• Chemical Name: 5-[5-Oxo-4-[1-p-tolyl-meth-(E)-ylidene]-[1,3]oxathiolan-(2E)-ylidene]-pentanoic acid methyl ester
• CAS No.: 100505-27-9
• Molecular Formula: C₁₇H₁₈O₄S
• Molecular Weight: 318.394

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

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

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

There total 3 articles about 5-[5-Oxo-4-[1-p-tolyl-meth-(E)-ylidene]-[1,3]oxathiolan-(2E)-ylidene]-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: 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:

methyl adipoyl chloride (35444-44-1) → 5-[5-Oxo-4-[1-p-tolyl-meth-(E)-ylidene]-[1,3]oxathiolan-(2E)-ylidene]-pentanoic acid methyl ester (100505-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 42.4 percent / sodium hydroxid / diethyl ether; H₂O / 1 h / 0 °C

2: 84.5 percent / thionyl chloride / dimethylformamide / 1 h / Ambient temperature

With sodium hydroxide; thionyl chloride; In diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.33.2256

Reference yield:

α-mercapto-β-(4-methylphenyl)acrylic acid (93515-29-8) → 5-[5-Oxo-4-[1-p-tolyl-meth-(E)-ylidene]-[1,3]oxathiolan-(2E)-ylidene]-pentanoic acid methyl ester (100505-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 42.4 percent / sodium hydroxid / diethyl ether; H₂O / 1 h / 0 °C

2: 84.5 percent / thionyl chloride / dimethylformamide / 1 h / Ambient temperature

With sodium hydroxide; thionyl chloride; In diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.33.2256

upstream raw materials:

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

methyl adipoyl chloride

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

Downstream raw materials:

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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