4-Methoxy-benzoic acid 4-({butyl-[(E)-2-(toluene-4-sulfonyl)-vinyl]-amino}-methyl)-3-iodo-benzyl ester

Base Information

• Chemical Name: 4-Methoxy-benzoic acid 4-({butyl-[(E)-2-(toluene-4-sulfonyl)-vinyl]-amino}-methyl)-3-iodo-benzyl ester
• CAS No.: 217461-50-2
• Molecular Formula: C₂₉H₃₂INO₅S
• Molecular Weight: 633.547
• Mol file: 217461-50-2.mol

Synonyms:4-Methoxy-benzoic acid 4-({butyl-[(E)-2-(toluene-4-sulfonyl)-vinyl]-amino}-methyl)-3-iodo-benzyl ester

Chemical Property of 4-Methoxy-benzoic acid 4-({butyl-[(E)-2-(toluene-4-sulfonyl)-vinyl]-amino}-methyl)-3-iodo-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methoxy-benzoic acid 4-({butyl-[(E)-2-(toluene-4-sulfonyl)-vinyl]-amino}-methyl)-3-iodo-benzyl ester

There total 11 articles about 4-Methoxy-benzoic acid 4-({butyl-[(E)-2-(toluene-4-sulfonyl)-vinyl]-amino}-methyl)-3-iodo-benzyl 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:

4-bromomethylbenzoic Acid (6232-88-8) → 4-Methoxy-benzoic acid 4-({butyl-[(E)-2-(toluene-4-sulfonyl)-vinyl]-amino}-methyl)-3-iodo-benzyl ester (217461-50-2)

Guidance literature:

Multi-step reaction with 12 steps

1: 83 percent / HNO₃, H₂O / 3 h / -10 °C

2: 91 percent / Na₂CO₃, H₂O / acetone / 12 h / Heating

3: 83 percent / BF₃*OEt₂ / 15 h / Heating

4: 95 percent / DMAP, Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

5: 75 percent / Na₂S₂O₄, H₂O / ethanol / 0.5 h / 100 °C

6: 80 percent / iAmONO, I₂ / benzene / 100 °C

7: 95 percent / DIBAH / toluene / 3 h / Ambient temperature

8: 96 percent / pyridine, Et₃N, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

9: 90 percent / nBu₄NF, AcOH / tetrahydrofuran / 15 h / Ambient temperature

10: chlorenamine / CH₂Cl₂ / 1.5 h / Ambient temperature

11: nBu₄NBr, Et₃N / CH₂Cl₂ / 15 h / Ambient temperature

12: 75 percent / CH₂Cl₂ / 15 h / Ambient temperature

With pyridine; dmap; sodium dithionite; chlorenamine; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; water; iodine; nitric acid; diisobutylaluminium hydride; sodium carbonate; acetic acid; triethylamine; isopentyl nitrite; In tetrahydrofuran; ethanol; dichloromethane; acetone; toluene; benzene;

DOI:10.1055/s-1998-1900

Reference yield:

4-(hydroxymethyl)-3-nitrobenzoic acid (82379-38-2) → 4-Methoxy-benzoic acid 4-({butyl-[(E)-2-(toluene-4-sulfonyl)-vinyl]-amino}-methyl)-3-iodo-benzyl ester (217461-50-2)

Guidance literature:

Multi-step reaction with 10 steps

1: 83 percent / BF₃*OEt₂ / 15 h / Heating

2: 95 percent / DMAP, Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

3: 75 percent / Na₂S₂O₄, H₂O / ethanol / 0.5 h / 100 °C

4: 80 percent / iAmONO, I₂ / benzene / 100 °C

5: 95 percent / DIBAH / toluene / 3 h / Ambient temperature

6: 96 percent / pyridine, Et₃N, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

7: 90 percent / nBu₄NF, AcOH / tetrahydrofuran / 15 h / Ambient temperature

8: chlorenamine / CH₂Cl₂ / 1.5 h / Ambient temperature

9: nBu₄NBr, Et₃N / CH₂Cl₂ / 15 h / Ambient temperature

10: 75 percent / CH₂Cl₂ / 15 h / Ambient temperature

With pyridine; dmap; sodium dithionite; chlorenamine; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; water; iodine; diisobutylaluminium hydride; acetic acid; triethylamine; isopentyl nitrite; In tetrahydrofuran; ethanol; dichloromethane; toluene; benzene;

DOI:10.1055/s-1998-1900

Reference yield:

methyl 4-(hydroxymethyl)-3-nitrobenzoate (89950-93-6) → 4-Methoxy-benzoic acid 4-({butyl-[(E)-2-(toluene-4-sulfonyl)-vinyl]-amino}-methyl)-3-iodo-benzyl ester (217461-50-2)

Guidance literature:

Multi-step reaction with 9 steps

1: 95 percent / DMAP, Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

2: 75 percent / Na₂S₂O₄, H₂O / ethanol / 0.5 h / 100 °C

3: 80 percent / iAmONO, I₂ / benzene / 100 °C

4: 95 percent / DIBAH / toluene / 3 h / Ambient temperature

5: 96 percent / pyridine, Et₃N, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

6: 90 percent / nBu₄NF, AcOH / tetrahydrofuran / 15 h / Ambient temperature

7: chlorenamine / CH₂Cl₂ / 1.5 h / Ambient temperature

8: nBu₄NBr, Et₃N / CH₂Cl₂ / 15 h / Ambient temperature

9: 75 percent / CH₂Cl₂ / 15 h / Ambient temperature

With pyridine; dmap; sodium dithionite; chlorenamine; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; water; iodine; diisobutylaluminium hydride; acetic acid; triethylamine; isopentyl nitrite; In tetrahydrofuran; ethanol; dichloromethane; toluene; benzene;

DOI:10.1055/s-1998-1900

upstream raw materials:

4-bromomethylbenzoic Acid

4-(hydroxymethyl)-3-nitrobenzoic acid

methyl 4-(hydroxymethyl)-3-nitrobenzoate

4-Methoxy-benzoic acid 4-hydroxymethyl-3-iodo-benzyl ester