(E)-3-((2'',3'',4'',6''-tetra-O-benzyl-α-D-mannopyranosyl)iodomethylene)-N-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)isoindolinone

Base Information

Chemical Name:(E)-3-((2'',3'',4'',6''-tetra-O-benzyl-α-D-mannopyranosyl)iodomethylene)-N-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)isoindolinone
CAS No.:1331733-70-0
Molecular Formula:C₅₇H₅₈INO₁₅
Molecular Weight:1123.99
Hs Code.:

Synonyms:(E)-3-((2'',3'',4'',6''-tetra-O-benzyl-α-D-mannopyranosyl)iodomethylene)-N-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)isoindolinone

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Chemical Property of (E)-3-((2'',3'',4'',6''-tetra-O-benzyl-α-D-mannopyranosyl)iodomethylene)-N-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)isoindolinone

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Technology Process of (E)-3-((2'',3'',4'',6''-tetra-O-benzyl-α-D-mannopyranosyl)iodomethylene)-N-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)isoindolinone

There total 4 articles about (E)-3-((2'',3'',4'',6''-tetra-O-benzyl-α-D-mannopyranosyl)iodomethylene)-N-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)isoindolinone 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: 94.0%

: N-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-2-[(2'',3'',4'',6''-tetra-O-benzyl-α-D-mannopyranosyl)ethyn-2-yl]benzamide

: 1331733-70-0
(E)-3-((2'',3'',4'',6''-tetra-O-benzyl-α-D-mannopyranosyl)iodomethylene)-N-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)isoindolinone

Guidance literature:: With iodine; sodium hydrogencarbonate; In acetonitrile; at 25 ℃; for 15h; Inert atmosphere;
DOI:10.1039/c1cc13078a

Reference yield:

: 1331733-67-5
2-iodo-N-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)benzamide

: 1331733-70-0
(E)-3-((2'',3'',4'',6''-tetra-O-benzyl-α-D-mannopyranosyl)iodomethylene)-N-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)isoindolinone

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 60 °C

2: iodine; sodium hydrogencarbonate / acetonitrile / 15 h / 25 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; sodium hydrogencarbonate; triethylamine; In N,N-dimethyl-formamide; acetonitrile; 1: Sonogashira coupling;
DOI:10.1039/c1cc13078a

Reference yield:

: 41355-50-4,51642-81-0,70128-27-7,70145-20-9,94482-21-0,98300-76-6,58484-22-3
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosylamine

: 1331733-70-0
(E)-3-((2'',3'',4'',6''-tetra-O-benzyl-α-D-mannopyranosyl)iodomethylene)-N-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)isoindolinone

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethylmorpholine; / tetrahydrofuran / 0.5 h / 0 °C

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 60 °C

3: iodine; sodium hydrogencarbonate / acetonitrile / 15 h / 25 °C / Inert atmosphere

With N-ethylmorpholine;; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 2: Sonogashira coupling;
DOI:10.1039/c1cc13078a