2-(2-(1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)ethoxy)ethyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: 2-(2-(1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)ethoxy)ethyl 4-methylbenzenesulfonate
• CAS No.: 1451059-44-1
• Molecular Formula: C₂₀H₂₃NO₆S
• Molecular Weight: 405.472

Synonyms:2-(2-(1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)ethoxy)ethyl 4-methylbenzenesulfonate

Chemical Property of 2-(2-(1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)ethoxy)ethyl 4-methylbenzenesulfonate

Chemical Property:

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Technology Process of 2-(2-(1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)ethoxy)ethyl 4-methylbenzenesulfonate

There total 2 articles about 2-(2-(1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)ethoxy)ethyl 4-methylbenzenesulfonate 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: 85.0%

3a,4,7,7a-tetrahydro-2-[2-(2-hydroxyethoxy)ethyl]-4,7-methano-1H-isoindole-1,3(2H)-dione (402831-42-9) + p-toluenesulfonyl chloride (98-59-9) → 2-(2-(1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)ethoxy)ethyl 4-methylbenzenesulfonate (1451059-44-1)

Guidance literature:

With triethylamine; In dichloromethane; for 16h; Inert atmosphere;

DOI:10.1071/CH13278

Reference yield:

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride (129-64-6) → 2-(2-(1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)ethoxy)ethyl 4-methylbenzenesulfonate (1451059-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 0.17 h / 100 °C / Microwave irradiation

2: triethylamine / dichloromethane / 16 h / Inert atmosphere

With triethylamine; In dichloromethane; toluene;

DOI:10.1071/CH13278

Reference yield: 83.0%

2-(2-(1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)ethoxy)ethyl 4-methylbenzenesulfonate (1451059-44-1) → C20H25NO8S (1451059-45-2)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; at 20 ℃; for 16h;

DOI:10.1071/CH13278

upstream raw materials:

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

3a,4,7,7a-tetrahydro-2-[2-(2-hydroxyethoxy)ethyl]-4,7-methano-1H-isoindole-1,3(2H)-dione

p-toluenesulfonyl chloride

Downstream raw materials:

C₂₀H₂₅NO₈S

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