1,1-dioxo-3-phenyl-5-(2-p-tolyl-[1,3]dioxolan-2-yl)-tetrahydro-1λ⁶-thiopyran-4,4-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 1,1-dioxo-3-phenyl-5-(2-p-tolyl-[1,3]dioxolan-2-yl)-tetrahydro-1λ⁶-thiopyran-4,4-dicarboxylic acid dimethyl ester
• CAS No.: 348622-41-3
• Molecular Formula: C₂₅H₂₈O₈S
• Molecular Weight: 488.559

Synonyms:1,1-dioxo-3-phenyl-5-(2-p-tolyl-[1,3]dioxolan-2-yl)-tetrahydro-1λ⁶-thiopyran-4,4-dicarboxylic acid dimethyl ester

Chemical Property of 1,1-dioxo-3-phenyl-5-(2-p-tolyl-[1,3]dioxolan-2-yl)-tetrahydro-1λ⁶-thiopyran-4,4-dicarboxylic acid dimethyl ester

Chemical Property:

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Technology Process of 1,1-dioxo-3-phenyl-5-(2-p-tolyl-[1,3]dioxolan-2-yl)-tetrahydro-1λ⁶-thiopyran-4,4-dicarboxylic acid dimethyl ester

There total 4 articles about 1,1-dioxo-3-phenyl-5-(2-p-tolyl-[1,3]dioxolan-2-yl)-tetrahydro-1λ⁶-thiopyran-4,4-dicarboxylic acid dimethyl 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: 77.0%

malonic acid dimethyl ester (108-59-8) + 1-[2'-(4-methylphenyl)-1',3'-dioxolano]-2-styrylsulfonylethene (316173-06-5) → 1,1-dioxo-3-phenyl-5-(2-p-tolyl-[1,3]dioxolan-2-yl)-tetrahydro-1λ6-thiopyran-4,4-dicarboxylic acid dimethyl ester (348622-41-3)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In benzene; for 4h; Heating;

DOI:10.1002/hc.1021

Reference yield:

1-(4-methylphenyl)-3-chloro-2-propen-1-one (17306-02-4) → 1,1-dioxo-3-phenyl-5-(2-p-tolyl-[1,3]dioxolan-2-yl)-tetrahydro-1λ6-thiopyran-4,4-dicarboxylic acid dimethyl ester (348622-41-3)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol; H₂O / 3 h / 0 - 10 °C

2: 83 percent / p-toluenesulfonic acid / benzene / 15 h / Heating

3: 77 percent / Triton-B / benzene / 4 h / Heating

With N-benzyl-trimethylammonium hydroxide; toluene-4-sulfonic acid; In methanol; water; benzene;

DOI:10.1002/hc.1021

Reference yield:

sodium (E)-styrenesulfinate → 1,1-dioxo-3-phenyl-5-(2-p-tolyl-[1,3]dioxolan-2-yl)-tetrahydro-1λ6-thiopyran-4,4-dicarboxylic acid dimethyl ester (348622-41-3)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol; H₂O / 3 h / 0 - 10 °C

2: 83 percent / p-toluenesulfonic acid / benzene / 15 h / Heating

3: 77 percent / Triton-B / benzene / 4 h / Heating

With N-benzyl-trimethylammonium hydroxide; toluene-4-sulfonic acid; In methanol; water; benzene;

DOI:10.1002/hc.1021

upstream raw materials:

malonic acid dimethyl ester

1-[2'-(4-methylphenyl)-1',3'-dioxolano]-2-styrylsulfonylethene

1-(4-methylphenyl)-3-chloro-2-propen-1-one

1-(p-methylbenzoyl)-2-styrylsulfonylethene

Downstream raw materials:

8,8-dioxo-6-phenyl-10-(2-p-tolyl-[1,3]dioxolan-2-yl)-8λ⁶-thia-2,3-diaza-spiro[4.5]decane-1,4-dione

8,8-dioxo-6-phenyl-10-(2-p-tolyl-[1,3]dioxolan-2-yl)-2-oxa-8λ⁶-thia-3-aza-spiro[4.5]decane-1,4-dione

9,9-dioxo-7-phenyl-11-(2-p-tolyl-[1,3]dioxolan-2-yl)-9λ⁶-thia-2,4-diaza-spiro[5.5]undecane-1,3,5-trione

9,9-dioxo-7-phenyl-3-thioxo-11-(2-p-tolyl-[1,3]dioxolan-2-yl)-9λ⁶-thia-2,4-diaza-spiro[5.5]undecane-1,5-dione

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