3-(phenylthio)-4-(2',2',6'-tris(ethoxycarbonyl)-5-oxocyclohexyl)but-2-enoic acid chloride

Base Information

Chemical Name:3-(phenylthio)-4-(2',2',6'-tris(ethoxycarbonyl)-5-oxocyclohexyl)but-2-enoic acid chloride
CAS No.:1027600-05-0
Molecular Formula:C₂₅H₂₉ClO₈S
Molecular Weight:525.019
Hs Code.:

Synonyms:3-(phenylthio)-4-(2',2',6'-tris(ethoxycarbonyl)-5-oxocyclohexyl)but-2-enoic acid chloride

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Chemical Property of 3-(phenylthio)-4-(2',2',6'-tris(ethoxycarbonyl)-5-oxocyclohexyl)but-2-enoic acid chloride

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Technology Process of 3-(phenylthio)-4-(2',2',6'-tris(ethoxycarbonyl)-5-oxocyclohexyl)but-2-enoic acid chloride

There total 6 articles about 3-(phenylthio)-4-(2',2',6'-tris(ethoxycarbonyl)-5-oxocyclohexyl)but-2-enoic acid chloride 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:

: 3-(phenylthio)-4-(2',2',6'-tris(ethoxycarbonyl)-5'-oxocyclohexyl)but-2-enoic acid

: 1027600-05-0
3-(phenylthio)-4-(2',2',6'-tris(ethoxycarbonyl)-5-oxocyclohexyl)but-2-enoic acid chloride

Guidance literature:: With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo00101a033

Reference yield:

: 57899-62-4
triethyl 4-oxocyclohexane-1,1,3-tricarboxylate

: 1027600-05-0
3-(phenylthio)-4-(2',2',6'-tris(ethoxycarbonyl)-5-oxocyclohexyl)but-2-enoic acid chloride

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) pyridine / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) 0 deg C, 1 h; 0 - 10 deg C, 30 min

2: 84 percent / 30percent aq. H₂O₂ / CH₂Cl₂ / 0.5 h / 0 °C

3: TiCl₄ / CH₂Cl₂ / 1.08 h / -78 °C

4: 75 percent / aq. LiOH / dioxane / 64 h / 21 °C

5: Et₃N, DMF, (COCl)2 / CH₂Cl₂ / 1 h / 0 °C

With pyridine; lithium hydroxide; oxalyl dichloride; dihydrogen peroxide; titanium tetrachloride; triethylamine; N,N-dimethyl-formamide; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jo00101a033

Reference yield:

: 102736-25-4
3-(phenylthio)-1-(trimethylsiloxy)-1-methoxy-1,3-butadiene

: 1027600-05-0
3-(phenylthio)-4-(2',2',6'-tris(ethoxycarbonyl)-5-oxocyclohexyl)but-2-enoic acid chloride

Guidance literature:: Multi-step reaction with 3 steps

1: TiCl₄ / CH₂Cl₂ / 1.08 h / -78 °C

2: 75 percent / aq. LiOH / dioxane / 64 h / 21 °C

3: Et₃N, DMF, (COCl)2 / CH₂Cl₂ / 1 h / 0 °C

With lithium hydroxide; oxalyl dichloride; titanium tetrachloride; triethylamine; N,N-dimethyl-formamide; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jo00101a033