methyl 1-(4-(2-hydroxyethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate

Base Information

Chemical Name:methyl 1-(4-(2-hydroxyethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate
CAS No.:870701-96-5
Molecular Formula:C₂₃H₂₈N₂O₁₅
Molecular Weight:572.48
Hs Code.:

Synonyms:methyl 1-(4-(2-hydroxyethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate

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Chemical Property of methyl 1-(4-(2-hydroxyethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate

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Technology Process of methyl 1-(4-(2-hydroxyethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate

There total 7 articles about methyl 1-(4-(2-hydroxyethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate 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: 77.0%

: 866611-65-6
(2S,3R,4S,5S,6S)-2-(4-(((1H-imidazole-1-carbonyl)oxy)methyl)-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 141-43-5
ethanolamine

: 870701-96-5
methyl 1-(4-(2-hydroxyethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate

Guidance literature:: (2S,3R,4S,5S,6S)-2-(4-(((1H-imidazole-1-carbonyl)oxy)methyl)-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate; With methyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.583333h;

ethanolamine; In dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield:

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 870701-96-5
methyl 1-(4-(2-hydroxyethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / Ag₂O / acetonitrile / 4 h

2: 96 percent / NaBH₄; silica gel; isopropanol / CHCl₃ / 0.75 h / 0 °C

3: 94 percent / DMAP / CH₂Cl₂

4: CH₂Cl₂ / 0.5 h / 0 °C

5: 3.68 g / CH₂Cl₂ / 2 h / 0 - 20 °C

With dmap; sodium tetrahydroborate; silica gel; isopropyl alcohol; silver(l) oxide; In dichloromethane; chloroform; acetonitrile; 1: Koenigs-Knorr reaction;
DOI:10.1021/ja042162r

Reference yield:

: 148579-93-5
(2S,3R,4S,5S,6S)-2-(4-formyl-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 870701-96-5
methyl 1-(4-(2-hydroxyethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / NaBH₄; silica gel; isopropanol / CHCl₃ / 0.75 h / 0 °C

2: 94 percent / DMAP / CH₂Cl₂

3: CH₂Cl₂ / 0.5 h / 0 °C

4: 3.68 g / CH₂Cl₂ / 2 h / 0 - 20 °C

With dmap; sodium tetrahydroborate; silica gel; isopropyl alcohol; In dichloromethane; chloroform;
DOI:10.1021/ja042162r