2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-malonic acid dimethyl ester

Base Information

• Chemical Name: 2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-malonic acid dimethyl ester
• CAS No.: 312731-72-9
• Molecular Formula: C₂₁H₂₃NO₉
• Molecular Weight: 433.415
• Mol file: 312731-72-9.mol

Synonyms:2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-malonic acid dimethyl ester

Chemical Property of 2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-malonic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-malonic acid dimethyl ester

There total 5 articles about 2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-malonic acid dimethyl ester 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: 96.0%

2-(2-benzyloxy-4-formyl-6-nitro-phenyl)-malonic acid dimethyl ester (312731-71-8) + trimethyl orthoformate (149-73-5) → 2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-malonic acid dimethyl ester (312731-72-9)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 3h; Heating;

DOI:10.1021/ja0013879

Reference yield:

isonitrovanillin (6635-20-7) → 2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-malonic acid dimethyl ester (312731-72-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / HBr; AcOH / H₂O / 8 h / Heating

2: 85 percent / NaH / dimethylformamide

3: 95 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

4: 80 percent / dimethylformamide / 1 h

5: 96 percent / TsOH / methanol / 3 h / Heating

With pyridine; hydrogen bromide; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ja0013879

Reference yield:

3,4-dihydroxy-5-nitrobenzaldehyde (116313-85-0) → 2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-malonic acid dimethyl ester (312731-72-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / NaH / dimethylformamide

2: 95 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

3: 80 percent / dimethylformamide / 1 h

4: 96 percent / TsOH / methanol / 3 h / Heating

With pyridine; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0013879

upstream raw materials:

2-(2-benzyloxy-4-formyl-6-nitro-phenyl)-malonic acid dimethyl ester

trimethyl orthoformate

isonitrovanillin

3,4-dihydroxy-5-nitrobenzaldehyde

Downstream raw materials:

2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-propane-1,3-diol

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-hydroxymethyl-6-nitro-phenyl)-propyl ester

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-propyl ester

acetic acid 2(S)-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-3-hydroxy-propyl ester