dimethyl 1-(diphenoxyphosphoryloxy)-4-pentyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Base Information

• Chemical Name: dimethyl 1-(diphenoxyphosphoryloxy)-4-pentyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate
• CAS No.: 1361200-08-9
• Molecular Formula: C₂₇H₂₉O₉P
• Molecular Weight: 528.496

Synonyms:dimethyl 1-(diphenoxyphosphoryloxy)-4-pentyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Chemical Property of dimethyl 1-(diphenoxyphosphoryloxy)-4-pentyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

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Technology Process of dimethyl 1-(diphenoxyphosphoryloxy)-4-pentyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

There total 3 articles about dimethyl 1-(diphenoxyphosphoryloxy)-4-pentyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate 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:

chlorophosphoric acid diphenyl ester (2524-64-3) → dimethyl 1-(diphenoxyphosphoryloxy)-4-pentyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate (1361200-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

1.2: 0.75 h / Inert atmosphere

2.1: 5,5-dimethyl-1,3-cyclohexadiene / 135 °C / Inert atmosphere

With sodium hexamethyldisilazane; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; 2.1: Diels-Alder reaction;

DOI:10.1002/ejoc.201101078

Reference yield:

2-nonen-4-olide (21963-26-8) → dimethyl 1-(diphenoxyphosphoryloxy)-4-pentyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate (1361200-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

1.2: 0.75 h / Inert atmosphere

2.1: 5,5-dimethyl-1,3-cyclohexadiene / 135 °C / Inert atmosphere

With sodium hexamethyldisilazane; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; 2.1: Diels-Alder reaction;

DOI:10.1002/ejoc.201101078

Reference yield:

5-pentylfuran-2-yl diphenyl phosphate (1361200-02-3) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 1-(diphenoxyphosphoryloxy)-4-pentyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate (1361200-08-9)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; at 135 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201101078

upstream raw materials:

2-nonen-4-olide

5-pentylfuran-2-yl diphenyl phosphate

dimethyl acetylenedicarboxylate

chlorophosphoric acid diphenyl ester

Downstream raw materials:

dimethyl 6-(diphenoxyphosphoryloxy)-3-hydroxy-4-pentylphthalate

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