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

Base Information

Chemical Name:ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-allo-octofuranuronate
CAS No.:843674-30-6
Molecular Formula:C₂₀H₂₈O₇
Molecular Weight:380.438
Hs Code.:

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

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Chemical Property of ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-allo-octofuranuronate

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Technology Process of ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-allo-octofuranuronate

There total 4 articles about ethyl 3-O-benzyl-5,7-dideoxy-1,2-O-isopropylidene-α-D-allo-octofuranuronate 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: 60.0%

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

: 105-36-2
ethyl bromoacetate

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

Guidance literature:: With zinc; In tetrahydrofuran; at 55 ℃; for 0.666667h;
DOI:10.1081/CAR-200044574

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 30571-52-9
3-O-benzyl-1,2-O-isopropylidene-5,6-O-thiocarbonyl-α-D-allofuranose

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

Guidance literature:: Multi-step reaction with 3 steps

1: 30 percent / Bu₃SnH; AIBN / toluene / 6 h / Heating

2: 80 percent / pyridinium chlorochromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.25 h / 20 °C

3: 60 percent / Zn / tetrahydrofuran / 0.67 h / 55 °C

With 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; pyridinium chlorochromate; zinc; In tetrahydrofuran; dichloromethane; toluene; 3: Reformatsky reaction;
DOI:10.1081/CAR-200044574