Toluene-4-sulfonic acid 6-[1-benzyl-5-(2-bromo-4-methoxy-5-methoxymethoxy-3-methyl-benzyl)-3,6-dioxo-piperazin-(2Z)-ylidenemethyl]-4-methyl-benzo[1,3]dioxol-5-yl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid 6-[1-benzyl-5-(2-bromo-4-methoxy-5-methoxymethoxy-3-methyl-benzyl)-3,6-dioxo-piperazin-(2Z)-ylidenemethyl]-4-methyl-benzo[1,3]dioxol-5-yl ester
• CAS No.: 628718-34-3
• Molecular Formula: C₃₈H₃₇BrN₂O₁₀S
• Molecular Weight: 793.689
• Mol file: 628718-34-3.mol

Synonyms:

Chemical Property of Toluene-4-sulfonic acid 6-[1-benzyl-5-(2-bromo-4-methoxy-5-methoxymethoxy-3-methyl-benzyl)-3,6-dioxo-piperazin-(2Z)-ylidenemethyl]-4-methyl-benzo[1,3]dioxol-5-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid 6-[1-benzyl-5-(2-bromo-4-methoxy-5-methoxymethoxy-3-methyl-benzyl)-3,6-dioxo-piperazin-(2Z)-ylidenemethyl]-4-methyl-benzo[1,3]dioxol-5-yl ester

There total 10 articles about Toluene-4-sulfonic acid 6-[1-benzyl-5-(2-bromo-4-methoxy-5-methoxymethoxy-3-methyl-benzyl)-3,6-dioxo-piperazin-(2Z)-ylidenemethyl]-4-methyl-benzo[1,3]dioxol-5-yl 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:

Toluene-4-sulfonic acid 6-[4-acetyl-1-benzyl-5-(2-bromo-4-methoxy-5-methoxymethoxy-3-methyl-benzyl)-3,6-dioxo-piperazin-(2Z)-ylidenemethyl]-4-methyl-benzo[1,3]dioxol-5-yl ester (628718-30-9) → Toluene-4-sulfonic acid 6-[1-benzyl-5-(2-bromo-4-methoxy-5-methoxymethoxy-3-methyl-benzyl)-3,6-dioxo-piperazin-(2Z)-ylidenemethyl]-4-methyl-benzo[1,3]dioxol-5-yl ester (628718-34-3)

Guidance literature:

With potassium carbonate; In methanol; at 25 ℃;

DOI:10.1248/cpb.51.821

Reference yield:

2-bromo-5-hydroxy-4-methoxy-3-methylbenzaldehyde (287117-31-1) → Toluene-4-sulfonic acid 6-[1-benzyl-5-(2-bromo-4-methoxy-5-methoxymethoxy-3-methyl-benzyl)-3,6-dioxo-piperazin-(2Z)-ylidenemethyl]-4-methyl-benzo[1,3]dioxol-5-yl ester (628718-34-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 100 percent / K₂CO₃ / dimethylformamide / 1 h / 25 °C

2.1: 6.749 g / potassium tert-butoxide / 2-methyl-propan-2-ol; dimethylformamide / 1 h / 25 °C

3.1: 100 percent / H₂ / Rh/C / propan-2-ol / 19 h / 760 Torr

4.1: 4.106 g / pyridine; DMAP / 1 h / 25 °C

5.1: 72.9 percent / potassium tert-butoxide / 2-methyl-propan-2-ol; dimethylformamide / 2 h / 25 °C

6.1: NaH / dimethylformamide / 0 °C

6.2: dimethylformamide / 24 h / 25 °C

7.1: K₂CO₃ / methanol / 25 °C

With pyridine; dmap; potassium tert-butylate; hydrogen; sodium hydride; potassium carbonate; Rh on carbon; In methanol; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol;

DOI:10.1248/cpb.51.821

Reference yield:

2-bromo-4-methoxy-5-methoxymethoxy-3-methylbenzaldehyde (628718-95-6) → Toluene-4-sulfonic acid 6-[1-benzyl-5-(2-bromo-4-methoxy-5-methoxymethoxy-3-methyl-benzyl)-3,6-dioxo-piperazin-(2Z)-ylidenemethyl]-4-methyl-benzo[1,3]dioxol-5-yl ester (628718-34-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 6.749 g / potassium tert-butoxide / 2-methyl-propan-2-ol; dimethylformamide / 1 h / 25 °C

2.1: 100 percent / H₂ / Rh/C / propan-2-ol / 19 h / 760 Torr

3.1: 4.106 g / pyridine; DMAP / 1 h / 25 °C

4.1: 72.9 percent / potassium tert-butoxide / 2-methyl-propan-2-ol; dimethylformamide / 2 h / 25 °C

5.1: NaH / dimethylformamide / 0 °C

5.2: dimethylformamide / 24 h / 25 °C

6.1: K₂CO₃ / methanol / 25 °C

With pyridine; dmap; potassium tert-butylate; hydrogen; sodium hydride; potassium carbonate; Rh on carbon; In methanol; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol;

DOI:10.1248/cpb.51.821

upstream raw materials:

Toluene-4-sulfonic acid 6-[4-acetyl-1-benzyl-5-(2-bromo-4-methoxy-5-methoxymethoxy-3-methyl-benzyl)-3,6-dioxo-piperazin-(2Z)-ylidenemethyl]-4-methyl-benzo[1,3]dioxol-5-yl ester

p-toluenesulfonyl chloride

3-methyl-4,5-methylenedioxy salicylaldehyde

2-bromo-5-hydroxy-4-methoxy-3-methylbenzaldehyde

Downstream raw materials:

(Z)-1-isopropyloxycarbonyl-6-(2-bromo-4-methoxy-5-methoxymethoxy-3-methylphenylmethyl)-3-[3-methyl-2-(4-methylbenzenesulfoxy)-4,5-methylenedioxyphenylidene]-4-phenylmethylpiperazine-2,5-dione

4-Benzyl-2-(2-bromo-4-methoxy-5-methoxymethoxy-3-methyl-benzyl)-6-hydroxy-5-[1-[7-methyl-6-(toluene-4-sulfonyloxy)-benzo[1,3]dioxol-5-yl]-meth-(Z)-ylidene]-3-oxo-piperazine-1-carboxylic acid isopropyl ester

(Z)-1-isopropyloxycarbonyl-6-(2-bromo-4-methoxy-5-hydroxy-3-methylphenylmethyl)-3-[3-methyl-2-(4-methylbenzenesulfoxy)-4,5-methylenedioxyphenylidene]-4-phenylmethylpiperazine-2,5-dione

4-Benzyl-2-(2-bromo-5-hydroxy-4-methoxy-3-methyl-benzyl)-6-hydroxy-5-[1-[7-methyl-6-(toluene-4-sulfonyloxy)-benzo[1,3]dioxol-5-yl]-meth-(Z)-ylidene]-3-oxo-piperazine-1-carboxylic acid isopropyl ester