5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyloxycarbonyl glycine methyl ester

Base Information

Chemical Name:5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyloxycarbonyl glycine methyl ester
CAS No.:418759-65-6
Molecular Formula:C₂₅H₃₀N₂O₁₆
Molecular Weight:614.517
Hs Code.:

Synonyms:5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyloxycarbonyl glycine methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyloxycarbonyl glycine methyl ester

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Technology Process of 5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyloxycarbonyl glycine methyl ester

There total 5 articles about 5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyloxycarbonyl 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: 51.0%

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

: 190389-50-5
5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyl 4-nitrophenyl carbonate

: 418759-65-6
5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyloxycarbonyl 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:

: 42454-06-8
2-nitro-5-hydroxybenzaldehyde

: 418759-65-6
5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyloxycarbonyl glycine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 32 percent / BF₃*Et₂O / CH₂Cl₂ / 13 h / 20 °C

2: 98 percent / NaBH₄ / tetrahydrofuran; ethanol / 0.5 h / 20 °C

3: 53 percent / triethylamine / CH₂Cl₂ / 17 h / 20 °C

4: 51 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

Reference yield:

: 92052-29-4
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate

: 418759-65-6
5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyloxycarbonyl glycine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 32 percent / BF₃*Et₂O / CH₂Cl₂ / 13 h / 20 °C

2: 98 percent / NaBH₄ / tetrahydrofuran; ethanol / 0.5 h / 20 °C

3: 53 percent / triethylamine / CH₂Cl₂ / 17 h / 20 °C

4: 51 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