N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine

Base Information

• Chemical Name: N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine
• CAS No.: 1380444-77-8
• Molecular Formula: C₄₂H₅₇ClN₂O₉
• Molecular Weight: 769.376
• Mol file: 1380444-77-8.mol

Synonyms:N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine

Chemical Property of N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine

There total 3 articles about N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine 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:

1-methylindole (603-76-9) + C33H48ClNO9 (120255-31-4) → N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine (1380444-77-8) + N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine (1380444-76-7)

Guidance literature:

1-methylindole; C₃₃H₄₈ClNO₉; With tin(IV) chloride; tetra-(n-butyl)ammonium iodide; In dichloromethane; at -50 ℃; for 8h; Inert atmosphere;

With sodium hydrogencarbonate; In dichloromethane; water; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.tet.2012.03.115

Reference yield:

4-chlorobenzaldehyde (104-88-1) → N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine (1380444-77-8) + N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine (1380444-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / isopropyl alcohol / 0.5 h / 20 °C / Inert atmosphere

2: tin(IV) chloride; tetra-(n-butyl)ammonium iodide / dichloromethane / 8 h / -50 °C / Inert atmosphere

With tin(IV) chloride; tetra-(n-butyl)ammonium iodide; acetic acid; In dichloromethane; isopropyl alcohol; 2: aza-Friedel-Crafts reaction;

DOI:10.1016/j.tet.2012.03.115

Reference yield:

tetra-O-pivaloyl-β-D-galactopyranosylamine (108342-87-6) → N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine (1380444-77-8) + N-[(1-methylindol-3-yl)-4-chlorophenylmethyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine (1380444-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / isopropyl alcohol / 0.5 h / 20 °C / Inert atmosphere

2: tin(IV) chloride; tetra-(n-butyl)ammonium iodide / dichloromethane / 8 h / -50 °C / Inert atmosphere

With tin(IV) chloride; tetra-(n-butyl)ammonium iodide; acetic acid; In dichloromethane; isopropyl alcohol; 2: aza-Friedel-Crafts reaction;

DOI:10.1016/j.tet.2012.03.115

upstream raw materials:

1-methylindole

C₃₃H₄₈ClNO₉

4-chlorobenzaldehyde

tetra-O-pivaloyl-β-D-galactopyranosylamine