5-O-benzoyl-3-deoxy-3-ethoxycarbonylmethylene-1,2-O-isopropylidene-α-D-ribofuranose

Base Information

Chemical Name:5-O-benzoyl-3-deoxy-3-ethoxycarbonylmethylene-1,2-O-isopropylidene-α-D-ribofuranose
CAS No.:77772-47-5
Molecular Formula:C₁₉H₂₂O₇
Molecular Weight:362.379
Hs Code.:

Synonyms:5-O-benzoyl-3-deoxy-3-ethoxycarbonylmethylene-1,2-O-isopropylidene-α-D-ribofuranose

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Chemical Property of 5-O-benzoyl-3-deoxy-3-ethoxycarbonylmethylene-1,2-O-isopropylidene-α-D-ribofuranose

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Technology Process of 5-O-benzoyl-3-deoxy-3-ethoxycarbonylmethylene-1,2-O-isopropylidene-α-D-ribofuranose

There total 1 articles about 5-O-benzoyl-3-deoxy-3-ethoxycarbonylmethylene-1,2-O-isopropylidene-α-D-ribofuranose 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: 91.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 6698-46-0
5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranos-3-ulose

: 77772-47-5
5-O-benzoyl-3-deoxy-3-ethoxycarbonylmethylene-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 5 ℃;

5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranos-3-ulose; In tetrahydrofuran; mineral oil; at 5 - 50 ℃;
DOI:10.1134/S1068162009010099

Reference yield: 98.0%

: 77772-47-5
5-O-benzoyl-3-deoxy-3-ethoxycarbonylmethylene-1,2-O-isopropylidene-α-D-ribofuranose

: ((3aR,5S,6R,6aR)-6-(2-ethoxy-2-oxoethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate

Guidance literature:: With palladium hydroxide on carbon; hydrogen; In ethanol; at 20 ℃; for 72h; under 760.051 Torr; stereospecific reaction;
DOI:10.1134/S1068162009010099

Reference yield:

: 77772-47-5
5-O-benzoyl-3-deoxy-3-ethoxycarbonylmethylene-1,2-O-isopropylidene-α-D-ribofuranose

: methyl 5-O-benzoyl-3-deoxy-3-ethoxycarbonylmethyl-1,2-O-isopropylidene-β-D-ribofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 96.8 percent / H₂ / Pd/C / ethanol / 20 °C / 3000.24 Torr

2: HCl / 12 h / 20 °C

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; 1: Hydrogenation / 2: methanolysis;
DOI:10.1016/S0008-6215(99)00057-9