methyl 4-{3'-[2-(benzyloxy)ethyl]-5'-methoxy-6,6-dimethyl-2,4-dioxospiro[1,5-dioxane-3,1'-indene]-2'-yl}benzoate

Base Information

• Chemical Name: methyl 4-{3'-[2-(benzyloxy)ethyl]-5'-methoxy-6,6-dimethyl-2,4-dioxospiro[1,5-dioxane-3,1'-indene]-2'-yl}benzoate
• CAS No.: 1439383-37-5
• Molecular Formula: C₃₂H₃₀O₈
• Molecular Weight: 542.585
• Mol file: 1439383-37-5.mol

Synonyms:methyl 4-{3'-[2-(benzyloxy)ethyl]-5'-methoxy-6,6-dimethyl-2,4-dioxospiro[1,5-dioxane-3,1'-indene]-2'-yl}benzoate

Chemical Property of methyl 4-{3'-[2-(benzyloxy)ethyl]-5'-methoxy-6,6-dimethyl-2,4-dioxospiro[1,5-dioxane-3,1'-indene]-2'-yl}benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-{3'-[2-(benzyloxy)ethyl]-5'-methoxy-6,6-dimethyl-2,4-dioxospiro[1,5-dioxane-3,1'-indene]-2'-yl}benzoate

There total 5 articles about methyl 4-{3'-[2-(benzyloxy)ethyl]-5'-methoxy-6,6-dimethyl-2,4-dioxospiro[1,5-dioxane-3,1'-indene]-2'-yl}benzoate 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: 59.0%

5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxane-4,6-dione (1439383-43-3) + methyl 4-[4-(benzyloxy)but-1-yn-1-yl]benzoate (1439383-46-6) → methyl 4-{3'-[2-(benzyloxy)ethyl]-5'-methoxy-6,6-dimethyl-2,4-dioxospiro[1,5-dioxane-3,1'-indene]-2'-yl}benzoate (1439383-37-5)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; copper diacetate; potassium carbonate; In 1,4-dioxane; at 90 ℃; for 4h; Inert atmosphere;

DOI:10.1002/anie.201207170

Reference yield:

methyl 4-iodobenzoate (619-44-3) → methyl 4-{3'-[2-(benzyloxy)ethyl]-5'-methoxy-6,6-dimethyl-2,4-dioxospiro[1,5-dioxane-3,1'-indene]-2'-yl}benzoate (1439383-37-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: potassium carbonate; copper diacetate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ / 1,4-dioxane / 4 h / 90 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; copper diacetate; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1002/anie.201207170

Reference yield:

2-(4-methoxyphenyl)propanedioic acid (53181-45-6) → methyl 4-{3'-[2-(benzyloxy)ethyl]-5'-methoxy-6,6-dimethyl-2,4-dioxospiro[1,5-dioxane-3,1'-indene]-2'-yl}benzoate (1439383-37-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride; sulfuric acid / 0.17 h / 20 °C / Inert atmosphere

2: potassium carbonate; copper diacetate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ / 1,4-dioxane / 4 h / 90 °C / Inert atmosphere

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; sulfuric acid; copper diacetate; acetic anhydride; potassium carbonate; In 1,4-dioxane;

DOI:10.1002/anie.201207170

upstream raw materials:

2-(4-methoxyphenyl)propanedioic acid

5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

methyl 4-[4-(benzyloxy)but-1-yn-1-yl]benzoate

methyl 4-iodobenzoate