[(4E,6E)-6-(2,2-dimethylhydrazono)-5-methyl-3-(phenylsulfonyl)hex-4-en-2-ol]

Base Information

• Chemical Name: [(4E,6E)-6-(2,2-dimethylhydrazono)-5-methyl-3-(phenylsulfonyl)hex-4-en-2-ol]
• CAS No.: 1606991-74-5
• Molecular Formula: C₁₅H₂₂N₂O₃S
• Molecular Weight: 310.417

Synonyms:[(4E,6E)-6-(2,2-dimethylhydrazono)-5-methyl-3-(phenylsulfonyl)hex-4-en-2-ol]

Chemical Property of [(4E,6E)-6-(2,2-dimethylhydrazono)-5-methyl-3-(phenylsulfonyl)hex-4-en-2-ol]

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of [(4E,6E)-6-(2,2-dimethylhydrazono)-5-methyl-3-(phenylsulfonyl)hex-4-en-2-ol]

There total 4 articles about [(4E,6E)-6-(2,2-dimethylhydrazono)-5-methyl-3-(phenylsulfonyl)hex-4-en-2-ol] 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: 39.0%

(E)-1,1-dimethyl-2-[(E)-2-methyl-4-(phenylsulfonyl)but-2-enylidene]hydrazine (1606991-72-3) + acetaldehyde (75-07-0,9002-91-9) → [(4E,6E)-6-(2,2-dimethylhydrazono)-5-methyl-3-(phenylsulfonyl)hex-4-en-2-ol] (1606991-74-5)

Guidance literature:

(E)-1,1-dimethyl-2-[(E)-2-methyl-4-(phenylsulfonyl)but-2-enylidene]hydrazine; With tert.-butyl lithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

acetaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 2.5h; Reagent/catalyst; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo500478u

Reference yield:

(E)-4-chloro-2-methylbut-2-enal (26394-25-2) → [(4E,6E)-6-(2,2-dimethylhydrazono)-5-methyl-3-(phenylsulfonyl)hex-4-en-2-ol] (1606991-74-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / methanol / 1 h / 20 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

3.1: tert.-butyl lithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

3.2: 2.5 h / -78 °C / Inert atmosphere

With tert.-butyl lithium; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1021/jo500478u

Reference yield:

sodium benzenesulfonate (873-55-2) → [(4E,6E)-6-(2,2-dimethylhydrazono)-5-methyl-3-(phenylsulfonyl)hex-4-en-2-ol] (1606991-74-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / methanol / 1 h / 20 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

3.1: tert.-butyl lithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

3.2: 2.5 h / -78 °C / Inert atmosphere

With tert.-butyl lithium; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1021/jo500478u

upstream raw materials:

(E)-4-chloro-2-methylbut-2-enal

sodium benzenesulfonate

(E)-2-methyl-4-(phenylsulfonyl)but-2-enal

(E)-1,1-dimethyl-2-[(E)-2-methyl-4-(phenylsulfonyl)but-2-enylidene]hydrazine

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