N-[indol-3-yl-(4-fluorophenyl)methyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine

Base Information

Chemical Name:N-[indol-3-yl-(4-fluorophenyl)methyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine
CAS No.:1380444-68-7
Molecular Formula:C₄₁H₅₅FN₂O₉
Molecular Weight:738.894
Hs Code.:

Synonyms:N-[indol-3-yl-(4-fluorophenyl)methyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine

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Chemical Property of N-[indol-3-yl-(4-fluorophenyl)methyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine

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Technology Process of N-[indol-3-yl-(4-fluorophenyl)methyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine

There total 3 articles about N-[indol-3-yl-(4-fluorophenyl)methyl]-(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: 71.0%

: 120-72-9
indole

: 120255-30-3
C₃₃H₄₈FNO₉

: 1380444-68-7
N-[indol-3-yl-(4-fluorophenyl)methyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine

Guidance literature:: indole; C₃₃H₄₈FNO₉; 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:

: 108342-87-6
tetra-O-pivaloyl-β-D-galactopyranosylamine

: 1380444-68-7
N-[indol-3-yl-(4-fluorophenyl)methyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine

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:

: 459-57-4
4-fluorobenzaldehyde

: 1380444-68-7
N-[indol-3-yl-(4-fluorophenyl)methyl]-(2,3,4,6-tetra-O-pivaloyl-β-D-galactosyl)amine

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