(1S,2R,6S,7R)-2,5,5-Tris-(4-methyl-benzyl)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one

Base Information

• Chemical Name: (1S,2R,6S,7R)-2,5,5-Tris-(4-methyl-benzyl)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one
• CAS No.: 87604-05-5
• Molecular Formula: C₃₃H₃₄O₂
• Molecular Weight: 462.632

Synonyms:(1S,2R,6S,7R)-2,5,5-Tris-(4-methyl-benzyl)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one

Chemical Property of (1S,2R,6S,7R)-2,5,5-Tris-(4-methyl-benzyl)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one

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Technology Process of (1S,2R,6S,7R)-2,5,5-Tris-(4-methyl-benzyl)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one

There total 2 articles about (1S,2R,6S,7R)-2,5,5-Tris-(4-methyl-benzyl)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one 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: 90.0%

di(p-methylbenzyl)-5,5 oxa-4,10 endo-tricyclo<5.2.1.02.6>decene-8 one-3 (87603-97-2,94234-40-9) → (1S,2R,6S,7R)-2,5,5-Tris-(4-methyl-benzyl)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one (87604-05-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(00)81808-0

Reference yield:

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride (129-64-6) → (1S,2R,6S,7R)-2,5,5-Tris-(4-methyl-benzyl)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one (87604-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: 90 percent / LDA / tetrahydrofuran / -78 °C

With lithium diisopropyl amide; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0040-4039(00)81808-0

Reference yield:

(1S,2R,6S,7R)-2,5,5-Tris-(4-methyl-benzyl)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one (87604-05-5) → 3,5,5-Tris-(4-methyl-benzyl)-5H-furan-2-one (87604-16-8)

Guidance literature:

In toluene; at 280 ℃; Yield given; sealed tube thermolysis;

DOI:10.1016/S0040-4039(00)81808-0

upstream raw materials:

di(p-methylbenzyl)-5,5 oxa-4,10 endo-tricyclo<5.2.1.0^2.6>decene-8 one-3

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

Downstream raw materials:

3,5,5-Tris-(4-methyl-benzyl)-5H-furan-2-one

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