diethyl 2-<4-<(2-methoxyethoxy)methoxy>phenyl>cyclopropane-1,1-dicarboxylate

Base Information

• Chemical Name: diethyl 2-<4-<(2-methoxyethoxy)methoxy>phenyl>cyclopropane-1,1-dicarboxylate
• CAS No.: 117942-43-5
• Molecular Formula: C₁₉H₂₆O₇
• Molecular Weight: 366.411
• Mol file: 117942-43-5.mol

Synonyms:diethyl 2-<4-<(2-methoxyethoxy)methoxy>phenyl>cyclopropane-1,1-dicarboxylate

Chemical Property of diethyl 2-<4-<(2-methoxyethoxy)methoxy>phenyl>cyclopropane-1,1-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl 2-<4-<(2-methoxyethoxy)methoxy>phenyl>cyclopropane-1,1-dicarboxylate

There total 3 articles about diethyl 2-<4-<(2-methoxyethoxy)methoxy>phenyl>cyclopropane-1,1-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: 76.0%

methylenedimethyl sulfurane (6814-64-8,40651-06-7) + diethyl 4-<(2-methoxyethoxy)methoxy>benzalmalonate (117942-42-4) → diethyl 2-<4-<(2-methoxyethoxy)methoxy>phenyl>cyclopropane-1,1-dicarboxylate (117942-43-5)

Guidance literature:

In tetrahydrofuran; dimethyl sulfoxide; 1.) RT, 1 h, 2.) 50 deg C, 1 h;

DOI:10.1021/jo00262a033

Reference yield:

4-[(2-methoxyethoxy)methoxy]benzaldehyde (117942-41-3) → diethyl 2-<4-<(2-methoxyethoxy)methoxy>phenyl>cyclopropane-1,1-dicarboxylate (117942-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / piperidine, CH₃COOH / toluene / 12 h / Heating

2: 76 percent / dimethylsulfoxide; tetrahydrofuran / 1.) RT, 1 h, 2.) 50 deg C, 1 h

With piperidine; acetic acid; In tetrahydrofuran; dimethyl sulfoxide; toluene;

DOI:10.1021/jo00262a033

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → diethyl 2-<4-<(2-methoxyethoxy)methoxy>phenyl>cyclopropane-1,1-dicarboxylate (117942-43-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / NaOH, Aliquat 336 / H₂O; CH₂Cl₂ / 12 h / Ambient temperature

2: 93 percent / piperidine, CH₃COOH / toluene / 12 h / Heating

3: 76 percent / dimethylsulfoxide; tetrahydrofuran / 1.) RT, 1 h, 2.) 50 deg C, 1 h

With piperidine; sodium hydroxide; Aliquat 336; acetic acid; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene;

DOI:10.1021/jo00262a033

upstream raw materials:

methylenedimethyl sulfurane

diethyl 4-<(2-methoxyethoxy)methoxy>benzalmalonate

4-[(2-methoxyethoxy)methoxy]benzaldehyde

4-hydroxy-benzaldehyde

Downstream raw materials:

(1S,2R)-1-Azidocarbonyl-2-(4-hydroxy-phenyl)-cyclopropanecarboxylic acid

(1S,2R)-1-Azidocarbonyl-2-(4-hydroxy-phenyl)-cyclopropanecarboxylic acid methyl ester

N-<<2-(trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(Z)-2,3-methanotyrosine methyl ester

N-<<2-(trimethylsilyl)ethoxy>carbonyl>-O-<(2-methoxyethoxy)methyl>-(E)-2,3-methanotyrosine ethyl ester