6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-5-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucofuranose

Base Information

Chemical Name:6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-5-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucofuranose
CAS No.:360562-21-6
Molecular Formula:C₂₅H₂₈O₇S₂
Molecular Weight:504.625
Hs Code.:

Synonyms:6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-5-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucofuranose

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Chemical Property of 6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-5-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucofuranose

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Technology Process of 6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-5-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucofuranose

There total 1 articles about 6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-5-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucofuranose 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%

: 75-15-0,12122-00-8
carbon disulfide

: 37776-15-1
6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose

: 74-88-4
methyl iodide

: 360562-21-6
6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-5-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucofuranose

Guidance literature:: carbon disulfide; 6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;
DOI:10.1135/cccc20010785

Reference yield:

: 360562-21-6
6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-5-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucofuranose

: Benzoic acid 2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 0.5h; Heating;
DOI:10.1135/cccc20010785

Reference yield:

: 360562-21-6
6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-5-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucofuranose

: 360562-22-7
3-O-Benzyl-5-deoxy-1,2-O-isopropylidene-6-O-tosyl-α-D-xylo-hexofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: Bu₃SnH; AIBN / toluene / 0.5 h / Heating

2: 9.85 g / NaOMe / methanol

3: 92 percent / DMAP; pyridine / 20 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; In methanol; toluene;
DOI:10.1135/cccc20010785