2,3-Diazabicyclo[2.2.2]oct-2-ene-1-methanol, 4-methylbenzenesulfonate (ester)

Base Information

• Chemical Name: 2,3-Diazabicyclo[2.2.2]oct-2-ene-1-methanol, 4-methylbenzenesulfonate (ester)
• CAS No.: 402488-35-1
• Molecular Formula: C14H18N2O3S
• Molecular Weight: 294.375
• Mol file: 402488-35-1.mol

Synonyms:

Chemical Property of 2,3-Diazabicyclo[2.2.2]oct-2-ene-1-methanol, 4-methylbenzenesulfonate (ester)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-Diazabicyclo[2.2.2]oct-2-ene-1-methanol, 4-methylbenzenesulfonate (ester)

There total 6 articles about 2,3-Diazabicyclo[2.2.2]oct-2-ene-1-methanol, 4-methylbenzenesulfonate (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: 97.0%

1-(hydroxymethyl)-2,3-diazabicyclo<2.2.2>oct-2-ene (143471-24-3) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid 2,3-diaza-bicyclo[2.2.2]oct-2-en-1-ylmethyl ester (402488-35-1)

Guidance literature:

With trimethylamine hydrochloride; triethylamine; In dichloromethane; for 18h;

DOI:10.1021/ja010493n

Reference yield:

1,3-Cyclohexadiene-1-carbaldehyde (1121-54-6) → toluene-4-sulfonic acid 2,3-diaza-bicyclo[2.2.2]oct-2-en-1-ylmethyl ester (402488-35-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NaBH₄

2.1: H₂ / Pd/C / ethanol

3.1: KOH / propan-2-ol / Heating

3.2: O₂

4.1: Et₃N; Me₃N*HCl / CH₂Cl₂

With potassium hydroxide; sodium tetrahydroborate; hydrogen; trimethylamine hydrochloride; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; isopropyl alcohol;

DOI:10.2533/000942903777679424

Reference yield:

1,3-cyclohexadiene-1-methanol (21203-48-5) → toluene-4-sulfonic acid 2,3-diaza-bicyclo[2.2.2]oct-2-en-1-ylmethyl ester (402488-35-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: H₂ / Pd/C / ethanol

2.1: KOH / propan-2-ol / Heating

2.2: O₂

3.1: Et₃N; Me₃N*HCl / CH₂Cl₂

With potassium hydroxide; hydrogen; trimethylamine hydrochloride; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; isopropyl alcohol;

DOI:10.2533/000942903777679424

upstream raw materials:

1-(hydroxymethyl)-2,3-diazabicyclo<2.2.2>oct-2-ene

p-toluenesulfonyl chloride

1,3-Cyclohexadiene-1-carbaldehyde

1,3-cyclohexadiene-1-methanol

Downstream raw materials:

1-(aminomethyl)-2,3-diazabicyclo[2.2.2]oct-2-ene