6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-β-D-glucopyranosyl fluoride

Base Information

Chemical Name:6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-β-D-glucopyranosyl fluoride
CAS No.:137895-65-9
Molecular Formula:C₃₂H₃₇FO₈S
Molecular Weight:600.705
Hs Code.:

Synonyms:6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-β-D-glucopyranosyl fluoride

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-β-D-glucopyranosyl fluoride

Chemical Property:

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Technology Process of 6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-β-D-glucopyranosyl fluoride

There total 8 articles about 6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-β-D-glucopyranosyl fluoride 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: 85.0%

: 137895-64-8
2,3,4-tri-O-(4-methoxybenzyl)-6-O-(4-tolylsulfonyl)-β-D-glucopyranosyl fluoride

: 10387-40-3
potassium thioacetate

: 137895-65-9
6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-β-D-glucopyranosyl fluoride

Guidance literature:: In ethanol; for 3h; Heating;
DOI:10.1021/ja00028a036

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 137895-65-9
6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-β-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / NaH / dimethylformamide / 4 h / Ambient temperature

2: dimethyldioxirane / CH₂Cl₂; acetone / 1 h / 0 °C

3: tetra-n-butylammonium fluoride (TBAF) / tetrahydrofuran / Ambient temperature

4: 76 percent / 4-(dimethylamino)pyridine (DMAP), pyridine / 12 h / 35 °C

5: 99 percent / NaH / dimethylformamide / 3 h / Ambient temperature

6: 85 percent / ethanol / 3 h / Heating

With pyridine; dmap; tetrabutyl ammonium fluoride; 3,3-dimethyldioxirane; sodium hydride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00028a036

Reference yield:

: 137915-37-8
1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose

: 137895-65-9
6-deoxy-2,3,4-tri-O-(4-methoxybenzyl)-6-(thioacetyl)-β-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / NaH / dimethylformamide / 4 h / Ambient temperature

2: dimethyldioxirane / CH₂Cl₂; acetone / 1 h / 0 °C

3: tetra-n-butylammonium fluoride (TBAF) / tetrahydrofuran / Ambient temperature

4: 76 percent / 4-(dimethylamino)pyridine (DMAP), pyridine / 12 h / 35 °C

5: 99 percent / NaH / dimethylformamide / 3 h / Ambient temperature

6: 85 percent / ethanol / 3 h / Heating

With pyridine; dmap; tetrabutyl ammonium fluoride; 3,3-dimethyldioxirane; sodium hydride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00028a036