ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-ribo-oct-6-ulofuranuronate

Base Information

Chemical Name:ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-ribo-oct-6-ulofuranuronate
CAS No.:843674-38-4
Molecular Formula:C₂₀H₂₆O₇
Molecular Weight:378.422
Hs Code.:

Synonyms:ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-ribo-oct-6-ulofuranuronate

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Chemical Property of ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-ribo-oct-6-ulofuranuronate

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Technology Process of ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-ribo-oct-6-ulofuranuronate

There total 5 articles about ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-ribo-oct-6-ulofuranuronate 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: 92.0%

: 843674-30-6
ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-allo-octofuranuronate

: 843674-38-4
ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-ribo-oct-6-ulofuranuronate

Guidance literature:: With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 0.666667h;
DOI:10.1081/CAR-200044574

Reference yield:

: 843674-29-3
3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-ribo-hexodialdo-1,4-furanose

: 843674-38-4
ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-ribo-oct-6-ulofuranuronate

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / Zn / tetrahydrofuran / 0.67 h / 55 °C

2: 92 percent / pyridinium chlorochromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.67 h / 20 °C

With 4 A molecular sieve; pyridinium chlorochromate; zinc; In tetrahydrofuran; dichloromethane; 1: Reformatsky reaction;
DOI:10.1081/CAR-200044574

Reference yield:

: 57099-04-4
3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose

: 843674-38-4
ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-ribo-oct-6-ulofuranuronate

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / tetrahydrofuran / 0.5 h / Heating

2: 30 percent / Bu₃SnH; AIBN / toluene / 6 h / Heating

3: 80 percent / pyridinium chlorochromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.25 h / 20 °C

4: 60 percent / Zn / tetrahydrofuran / 0.67 h / 55 °C

5: 92 percent / pyridinium chlorochromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.67 h / 20 °C

With 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; pyridinium chlorochromate; zinc; In tetrahydrofuran; dichloromethane; toluene; 4: Reformatsky reaction;
DOI:10.1081/CAR-200044574