4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid

Base Information

• Chemical Name: 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid
• CAS No.: 777864-71-8
• Molecular Formula: C₁₄H₁₉NO₇
• Molecular Weight: 313.307
• Mol file: 777864-71-8.mol

Synonyms:4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid

Chemical Property of 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid

There total 4 articles about 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid 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: 94.0%

tert-butyl 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoate (777864-70-7) → 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid (777864-71-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1002/hlca.200590067

Reference yield:

4-Ethyl-3-nitrobenzoic acid (103440-95-5) → 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid (777864-71-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / N,N-dicyclohexylcarbodiimide; N,N-dimethylpyridin-4-amine / CH₂Cl₂ / 3 h / 20 °C

2: 100 percent / t-BuOK / dimethylsulfoxide / 1 h / 20 °C

3: 85 percent / Et(i-Pr)2N / CH₂Cl₂ / 21 h / 20 °C

4: 94 percent / NaH / dimethylformamide / 1 h / 20 °C

With dmap; potassium tert-butylate; sodium hydride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200590067

Reference yield:

tert-butyl 3-nitro-4-ethyl-benzoate (702642-66-8) → 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid (777864-71-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / t-BuOK / dimethylsulfoxide / 1 h / 20 °C

2: 85 percent / Et(i-Pr)2N / CH₂Cl₂ / 21 h / 20 °C

3: 94 percent / NaH / dimethylformamide / 1 h / 20 °C

With potassium tert-butylate; sodium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200590067

upstream raw materials:

tert-butyl 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoate

4-Ethyl-3-nitrobenzoic acid

tert-butyl 3-nitro-4-ethyl-benzoate

tert-butyl 4-(2-hydroxy-1-methylethyl)-3-nitrobenzoate

Downstream raw materials:

9-oxo-9H-thioxanthen-2-yl 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoate

5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine

9-oxo-9H-thioxanthen-2-yl 4-(2-hydroxy-1-methylethyl)-3-nitrobenzoate