1-[5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrophenyl] ethoxycarbonyl glycine methyl ester

Base Information

Chemical Name:1-[5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrophenyl] ethoxycarbonyl glycine methyl ester
CAS No.:418759-66-7
Molecular Formula:C₂₆H₃₂N₂O₁₆
Molecular Weight:628.544
Hs Code.:

Synonyms:1-[5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrophenyl] ethoxycarbonyl glycine methyl ester

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Chemical Property of 1-[5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrophenyl] ethoxycarbonyl glycine methyl ester

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Technology Process of 1-[5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrophenyl] ethoxycarbonyl glycine methyl ester

There total 5 articles about 1-[5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrophenyl] ethoxycarbonyl glycine methyl ester 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: 80.0%

: 5680-79-5,883886-67-7
glycine ethyl ester hydrochloride

: 418759-62-3
1-[5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrophenyl]ethyl 4-nitrophenyl carbonate

: 418759-66-7
1-[5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrophenyl] ethoxycarbonyl glycine methyl ester

Guidance literature:: With triethylamine; In 1,4-dioxane; at 20 ℃; for 72h; in dark;
DOI:10.1016/S0968-0896(01)00323-6

Reference yield:

: 121-71-1
3-Hydroxyacetophenone

: 418759-66-7
1-[5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrophenyl] ethoxycarbonyl glycine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: cuprous nitrate / acetic acid; acetic anhydride

2: 92 percent / BF₃*Et₂O / CH₂Cl₂ / 13 h / 20 °C

3: 51 percent / NaBH₄ / tetrahydrofuran; ethanol / 0.5 h / 20 °C

4: 58 percent / triethylamine / CH₂Cl₂ / 17 h / 20 °C

5: 80 percent / triethylamine / dioxane / 72 h / 20 °C / in dark

With sodium tetrahydroborate; cuprous nitrate; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; acetic anhydride; acetic acid;
DOI:10.1016/S0968-0896(01)00323-6

Reference yield:

: 30879-49-3
1-(5-hydroxy-2-nitrophenyl)ethan-1-one

: 418759-66-7
1-[5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrophenyl] ethoxycarbonyl glycine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / BF₃*Et₂O / CH₂Cl₂ / 13 h / 20 °C

2: 51 percent / NaBH₄ / tetrahydrofuran; ethanol / 0.5 h / 20 °C

3: 58 percent / triethylamine / CH₂Cl₂ / 17 h / 20 °C

4: 80 percent / triethylamine / dioxane / 72 h / 20 °C / in dark

With sodium tetrahydroborate; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;
DOI:10.1016/S0968-0896(01)00323-6