methyl 1-benzoxy-2,6-dimethoxy-8-(methoxymethoxy)naphthalene-3-carboxylate

Base Information

• Chemical Name: methyl 1-benzoxy-2,6-dimethoxy-8-(methoxymethoxy)naphthalene-3-carboxylate
• CAS No.: 171013-03-9
• Molecular Formula: C₂₃H₂₄O₇
• Molecular Weight: 412.439
• Mol file: 171013-03-9.mol

Synonyms:methyl 1-benzoxy-2,6-dimethoxy-8-(methoxymethoxy)naphthalene-3-carboxylate

Chemical Property of methyl 1-benzoxy-2,6-dimethoxy-8-(methoxymethoxy)naphthalene-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-benzoxy-2,6-dimethoxy-8-(methoxymethoxy)naphthalene-3-carboxylate

There total 3 articles about methyl 1-benzoxy-2,6-dimethoxy-8-(methoxymethoxy)naphthalene-3-carboxylate 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: 47.0%

benzyl bromide (100-39-0) + methyl 2,6-dimethoxy-1-hydroxy-8-(methoxymethoxy)naphthalene-3-carboxylate (171013-04-0) → methyl 1-benzoxy-2,6-dimethoxy-8-(methoxymethoxy)naphthalene-3-carboxylate (171013-03-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In dimethyl sulfoxide; at 28 ℃; for 72h;

DOI:10.1021/ja00149a012

Reference yield:

methyl 3′-hydroxy-2′-methoxybenzoate (2169-25-7) → methyl 1-benzoxy-2,6-dimethoxy-8-(methoxymethoxy)naphthalene-3-carboxylate (171013-03-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / CH₂Cl₂ / 1 h / 0 °C

2: 2.) K₂HPO₃-deactivated silica gel / 1.) 0 deg C, 2 d, 2.) EtOAc, 1 h

3: 47 percent / K₂CO₃, n-Bu₄NI / dimethylsulfoxide / 72 h / 28 °C

With K₂HPO₃-deactivated silica gel; tetra-(n-butyl)ammonium iodide; potassium carbonate; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ja00149a012

Reference yield:

methyl 6-acetoxy-6-methoxy-1-oxo-2,4-cyclohexadiene-5-carboxylate (132019-87-5) → methyl 1-benzoxy-2,6-dimethoxy-8-(methoxymethoxy)naphthalene-3-carboxylate (171013-03-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) K₂HPO₃-deactivated silica gel / 1.) 0 deg C, 2 d, 2.) EtOAc, 1 h

2: 47 percent / K₂CO₃, n-Bu₄NI / dimethylsulfoxide / 72 h / 28 °C

With K₂HPO₃-deactivated silica gel; tetra-(n-butyl)ammonium iodide; potassium carbonate; In dimethyl sulfoxide;

DOI:10.1021/ja00149a012

upstream raw materials:

benzyl bromide

methyl 2,6-dimethoxy-1-hydroxy-8-(methoxymethoxy)naphthalene-3-carboxylate

methyl 3′-hydroxy-2′-methoxybenzoate

methyl 6-acetoxy-6-methoxy-1-oxo-2,4-cyclohexadiene-5-carboxylate

Downstream raw materials:

(2'R)-1-benzoxy-3-<2-(benzoxymethoxy)-1-propyl>-5-bromo-2,6-dimethoxy-4-(methoxymethoxy)naphthalene

(2'R)-1-benzoxy-3-<2-(benzoxymethoxy)-1-propyl>-2,6-dimethoxy-8-(methoxymethoxy)naphthalene

1-benzoxy-2,6-dimethoxy-8-(methoxymethoxy)naphthalene-3-carboxaldehyde

1-benzoxy-2,6-dimethoxy-3-(hydroxymethyl)-8-(methoxymethoxy)naphthalene