2-[4-aza-7-methyl-4-(p-toluenesulfonyl)oct-6-enyl]malonic acid dimethyl ester

Base Information

Chemical Name:2-[4-aza-7-methyl-4-(p-toluenesulfonyl)oct-6-enyl]malonic acid dimethyl ester
CAS No.:867039-52-9
Molecular Formula:C₂₀H₂₉NO₆S
Molecular Weight:411.519
Hs Code.:

Synonyms:2-[4-aza-7-methyl-4-(p-toluenesulfonyl)oct-6-enyl]malonic acid dimethyl ester

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Chemical Property of 2-[4-aza-7-methyl-4-(p-toluenesulfonyl)oct-6-enyl]malonic acid dimethyl ester

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Technology Process of 2-[4-aza-7-methyl-4-(p-toluenesulfonyl)oct-6-enyl]malonic acid dimethyl ester

There total 4 articles about 2-[4-aza-7-methyl-4-(p-toluenesulfonyl)oct-6-enyl]malonic 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: 78.0%

: 867039-51-8
N-(3-bromopropyl)-4-methyl-N-(3-methylbut-2-enyl)benzenesulfonamide

: 762-42-5
dimethyl acetylenedicarboxylate

: 867039-52-9
2-[4-aza-7-methyl-4-(p-toluenesulfonyl)oct-6-enyl]malonic acid dimethyl ester

Guidance literature:: dimethyl acetylenedicarboxylate; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃;

N-(3-bromopropyl)-4-methyl-N-(3-methylbut-2-enyl)benzenesulfonamide; In tetrahydrofuran; at 20 ℃; for 18h; Further stages.;
DOI:10.1039/b708139a

Reference yield:

: 13379-98-1
3-[N-(4-methylphenylsulfonyl)amino]propan-1-ol

: 867039-52-9
2-[4-aza-7-methyl-4-(p-toluenesulfonyl)oct-6-enyl]malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / Cs₂CO₃ / acetonitrile / 18 h / 25 °C

2: 94 percent / PPh₃; CBr₄ / CH₂Cl₂ / 2 h / 25 °C

3: 78 percent / NaHMDS / tetrahydrofuran / 18 h / 25 °C

With carbon tetrabromide; sodium hexamethyldisilazane; caesium carbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2005.08.002

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 867039-52-9
2-[4-aza-7-methyl-4-(p-toluenesulfonyl)oct-6-enyl]malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / Et₃N / CH₂Cl₂ / 1 h / 0 - 25 °C

2: 93 percent / Cs₂CO₃ / acetonitrile / 18 h / 25 °C

3: 94 percent / PPh₃; CBr₄ / CH₂Cl₂ / 2 h / 25 °C

4: 78 percent / NaHMDS / tetrahydrofuran / 18 h / 25 °C

With carbon tetrabromide; sodium hexamethyldisilazane; caesium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2005.08.002