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

Base Information

Chemical Name:methyl 1-(4-(2-bromoethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate
CAS No.:866611-67-8
Molecular Formula:C₂₃H₂₇BrN₂O₁₄
Molecular Weight:635.376
Hs Code.:

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

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

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

There total 7 articles about methyl 1-(4-(2-bromoethylcarbamoyloxymethyl)-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: 65.0%

: 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

: 2576-47-8
2-bromoethylamine hydrobromide

: 866611-67-8
methyl 1-(4-(2-bromoethylcarbamoyloxymethyl)-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;

2-bromoethylamine hydrobromide; With triethylamine; In dichloromethane; at 0 ℃; for 2h;

Reference yield:

: Trifluoro-methanesulfonate1-methyl-3-[3-nitro-4-((2S,3R,4S,5S,6S)-3,4,5-triacetoxy-6-methoxycarbonyl-tetrahydro-pyran-2-yloxy)-benzyloxycarbonyl]-3H-imidazol-1-ium;

: 2576-47-8
2-bromoethylamine hydrobromide

: 866611-67-8
methyl 1-(4-(2-bromoethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate

Guidance literature:: With TEA; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/ja042162r

Reference yield:

: 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

: 866611-67-8
methyl 1-(4-(2-bromoethylcarbamoyloxymethyl)-2-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-glucopyronuronate

Guidance literature:: Multi-step reaction with 2 steps

1: CH₂Cl₂ / 0.5 h / 0 °C

2: 2.99 g / TEA / CH₂Cl₂ / 2 h / 0 °C

With TEA; In dichloromethane;
DOI:10.1021/ja042162r