4-benzyl-2,2-dimethyl-5-oxo-[1,3]dithiane-4-carboxylic acid methyl ester

Base Information

• Chemical Name: 4-benzyl-2,2-dimethyl-5-oxo-[1,3]dithiane-4-carboxylic acid methyl ester
• CAS No.: 858617-27-3
• Molecular Formula: C₁₅H₁₈O₃S₂
• Molecular Weight: 310.438
• Mol file: 858617-27-3.mol

Synonyms:4-benzyl-2,2-dimethyl-5-oxo-[1,3]dithiane-4-carboxylic acid methyl ester

Chemical Property of 4-benzyl-2,2-dimethyl-5-oxo-[1,3]dithiane-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-benzyl-2,2-dimethyl-5-oxo-[1,3]dithiane-4-carboxylic acid methyl ester

There total 2 articles about 4-benzyl-2,2-dimethyl-5-oxo-[1,3]dithiane-4-carboxylic 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: 62.0%

benzyl bromide (100-39-0) + methyl 5-hydroxy-2,2-dimethyl-4H-1,3-dithiine-6-carboxylate (653565-41-4) → 4-benzyl-2,2-dimethyl-5-oxo-[1,3]dithiane-4-carboxylic acid methyl ester (858617-27-3)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; In tetrahydrofuran; at 20 ℃;

DOI:10.1055/s-2005-865217

Reference yield:

dimethyl 2,2-(propane-2,2-diylbis(sulfanediyl))diacetate (61713-28-8) → 4-benzyl-2,2-dimethyl-5-oxo-[1,3]dithiane-4-carboxylic acid methyl ester (858617-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / NaH / tetrahydrofuran / 3 h / 60 °C

2: 62 percent / K₂CO₃; Bu₄NHSO₄ / tetrahydrofuran / 20 °C

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; potassium carbonate; In tetrahydrofuran; 1: Dieckmann condensation;

DOI:10.1055/s-2005-865217

Reference yield: 49.0%

4-benzyl-2,2-dimethyl-5-oxo-[1,3]dithiane-4-carboxylic acid methyl ester (858617-27-3) → 4-benzyl-2,2-dimethyl-[1,3]dithian-5-one (858617-37-5)

Guidance literature:

With sodium chloride; In dimethyl sulfoxide; at 135 - 140 ℃;

DOI:10.1055/s-2005-865217

upstream raw materials:

benzyl bromide

methyl 5-hydroxy-2,2-dimethyl-4H-1,3-dithiine-6-carboxylate

dimethyl 2,2-(propane-2,2-diylbis(sulfanediyl))diacetate

Downstream raw materials:

4-benzyl-2,2-dimethyl-[1,3]dithian-5-one

C₂₀H₂₄N₂O₂S₃