2-allyl-3-[(N-allyl-N-tosylamino)methyl]-1-(phenylsulfonyl)indole

Base Information

• Chemical Name: 2-allyl-3-[(N-allyl-N-tosylamino)methyl]-1-(phenylsulfonyl)indole
• CAS No.: 752212-13-8
• Molecular Formula: C₂₈H₂₈N₂O₄S₂
• Molecular Weight: 520.673
• Mol file: 752212-13-8.mol

Synonyms:2-allyl-3-[(N-allyl-N-tosylamino)methyl]-1-(phenylsulfonyl)indole

Chemical Property of 2-allyl-3-[(N-allyl-N-tosylamino)methyl]-1-(phenylsulfonyl)indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-allyl-3-[(N-allyl-N-tosylamino)methyl]-1-(phenylsulfonyl)indole

There total 3 articles about 2-allyl-3-[(N-allyl-N-tosylamino)methyl]-1-(phenylsulfonyl)indole 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: 70.0%

p-toluenesulfonyl chloride (98-59-9) + allyl-(2-allyl-1-benzenesulfonyl-1H-indol-3-ylmethyl)-amine (752212-11-6) → 2-allyl-3-[(N-allyl-N-tosylamino)methyl]-1-(phenylsulfonyl)indole (752212-13-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tetlet.2004.06.097

Reference yield:

N-phenylsulphonyl-2-allylindole (112475-54-4) → 2-allyl-3-[(N-allyl-N-tosylamino)methyl]-1-(phenylsulfonyl)indole (752212-13-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: TiCl₄ / CH₂Cl₂ / 2 h / -78 °C

1.2: 90 percent / Na₂CO₃ / H₂O

2.1: 0.32 g / NaBH(OAc)3; AcOH / CH₂Cl₂ / 20 °C

3.1: 65 percent / Et₃N / CH₂Cl₂ / 20 °C

With titanium tetrachloride; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; In dichloromethane; 1.1: Friedel-Crafts reaction;

DOI:10.1016/j.tet.2006.11.043

Reference yield:

2-allyl-1-(phenylsulfonyl)-3-indolecarbaldehyde (752212-01-4) → 2-allyl-3-[(N-allyl-N-tosylamino)methyl]-1-(phenylsulfonyl)indole (752212-13-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.32 g / NaBH(OAc)3; AcOH / CH₂Cl₂ / 20 °C

2: 65 percent / Et₃N / CH₂Cl₂ / 20 °C

With sodium tris(acetoxy)borohydride; acetic acid; triethylamine; In dichloromethane;

DOI:10.1016/j.tet.2006.11.043

upstream raw materials:

p-toluenesulfonyl chloride

allyl-(2-allyl-1-benzenesulfonyl-1H-indol-3-ylmethyl)-amine

N-phenylsulphonyl-2-allylindole

2-allyl-1-(phenylsulfonyl)-3-indolecarbaldehyde