3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-glycerol

Base Information

Chemical Name:3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-glycerol
CAS No.:265312-95-6
Molecular Formula:C₃₂H₃₈O₈S
Molecular Weight:582.715
Hs Code.:

Synonyms:3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-glycerol

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Chemical Property of 3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-glycerol

Chemical Property:

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Technology Process of 3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-glycerol

There total 5 articles about 3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-glycerol 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:

: 78184-40-4
1-O-allyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 265312-95-6
3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-glycerol

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / DMAP / pyridine / 20 h / 20 °C

2: 88 percent / ethanol / 3 h / Heating

3: 57 percent / OsO₄; trimethylamine N-oxide / 2-methyl-propan-2-ol; H₂O / 30 h / 20 °C

With dmap; osmium(VIII) oxide; trimethylamine-N-oxide; In pyridine; ethanol; water; tert-butyl alcohol; 1: tosylation / 2: substitution / 3: oxidation;
DOI:10.1016/S0968-0896(00)00252-2

Reference yield:

: 100-39-0
benzyl bromide

: 265312-95-6
3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-glycerol

Guidance literature:: Multi-step reaction with 5 steps

1: 68.2 percent / NaH / dimethylformamide

2: LiAlH₄; AlCl₃ / diethyl ether; CH₂Cl₂ / 2 h / Heating

3: 72 percent / DMAP / pyridine / 20 h / 20 °C

4: 88 percent / ethanol / 3 h / Heating

5: 57 percent / OsO₄; trimethylamine N-oxide / 2-methyl-propan-2-ol; H₂O / 30 h / 20 °C

With dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; aluminium trichloride; trimethylamine-N-oxide; sodium hydride; In pyridine; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: etherification / 2: reductive cleavage / 3: tosylation / 4: substitution / 5: oxidation;
DOI:10.1016/S0968-0896(00)00252-2

Reference yield:

: 265312-91-2
1-O-allyl-2,3,4-tri-O-benzyl-6-O-(4-tolylsulfonyl)-α-D-glucopyranoside

: 265312-95-6
3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-glycerol

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / ethanol / 3 h / Heating

2: 57 percent / OsO₄; trimethylamine N-oxide / 2-methyl-propan-2-ol; H₂O / 30 h / 20 °C

With osmium(VIII) oxide; trimethylamine-N-oxide; In ethanol; water; tert-butyl alcohol; 1: substitution / 2: oxidation;
DOI:10.1016/S0968-0896(00)00252-2