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

Base Information

Chemical Name:5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyl 4-nitrophenyl carbonate
CAS No.:190389-50-5
Molecular Formula:C₂₈H₂₈N₂O₁₇
Molecular Weight:664.534
Hs Code.:

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

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Chemical Property of 5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyl 4-nitrophenyl carbonate

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Technology Process of 5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyl 4-nitrophenyl carbonate

There total 4 articles about 5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyl 4-nitrophenyl carbonate 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: 53.0%

: 7693-46-1
4-Nitrophenyl chloroformate

: 418759-60-1
5-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-nitrobenzyl alcohol

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

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 17h;
DOI:10.1016/S0968-0896(01)00323-6

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With sodium tetrahydroborate; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; 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

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

Guidance literature:: Multi-step reaction with 3 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

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