4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.0^2,6>deca-4,8-dien-endo-3-ol

Base Information

• Chemical Name: 4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.0^2,6>deca-4,8-dien-endo-3-ol
• CAS No.: 113728-77-1
• Molecular Formula: C₁₇H₁₈O₄S
• Molecular Weight: 318.394

Synonyms:4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.0^2,6>deca-4,8-dien-endo-3-ol

Chemical Property of 4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.0^2,6>deca-4,8-dien-endo-3-ol

Chemical Property:

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Technology Process of 4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.0^2,6>deca-4,8-dien-endo-3-ol

There total 7 articles about 4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.0^2,6>deca-4,8-dien-endo-3-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: 20.0%

4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.02,6>deca-4,8-dien-3-one (113728-74-8) → 4-methylene-exo-10-oxatricyclo<5.2.1.02,6>deca-8-ene-endo-3-ol (113728-76-0) + 4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.02,6>deca-4,8-dien-endo-3-ol (113728-77-1)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(00)96308-1

Reference yield:

5-ethoxy-4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.02,6>deca-4,8-dien-3-one (112698-71-2) → 4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.02,6>deca-4,8-dien-endo-3-ol (113728-77-1)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0040-4020(01)89179-1

Reference yield:

maleic anhydride (930-60-9) → 4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.02,6>deca-4,8-dien-endo-3-ol (113728-77-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / 336 h

2: 1.) glacial acetic acid / 1.) DMF, 70 deg C, 2h; 2.) 0 deg C, 3 h; room temp. overnight

3: 90 percent / 1.) triethylamine / CH₂Cl₂ / 3 h / Ambient temperature

With acetic acid; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4020(01)89179-1

upstream raw materials:

5-ethoxy-4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.0^2,6>deca-4,8-dien-3-one

4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.0^2,6>deca-4,8-dien-3-one

maleic anhydride

5-hydroxy-exo-10-oxatricyclo<5.2.1.0^2,6>deca-4,8-dien-3-one

Downstream raw materials:

endo-5-acetoxy-4-(p-tolylsulphonyl)methyl-exo-10-oxatricyclo<5.2.1.0^2,6>deca-3,8-diene

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