3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-1,2-di-O-hexanoylglycerol

Base Information

• Chemical Name: 3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-1,2-di-O-hexanoylglycerol
• CAS No.: 1432064-14-6
• Molecular Formula: C₄₄H₅₈O₁₀S
• Molecular Weight: 779.005

Synonyms:3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-1,2-di-O-hexanoylglycerol

Chemical Property of 3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-1,2-di-O-hexanoylglycerol

Chemical Property:

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Technology Process of 3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-1,2-di-O-hexanoylglycerol

There total 2 articles about 3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-1,2-di-O-hexanoylglycerol 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: 78.0%

hexanoic acid (142-62-1) + 3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-glycerol (265312-95-6) → 3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-1,2-di-O-hexanoylglycerol (1432064-14-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1002/chem.201203296

Reference yield:

1-O-allyl-2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranoside (265312-93-4) → 3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-1,2-di-O-hexanoylglycerol (1432064-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: AD-mix-α / tert-butyl alcohol; water / 22 h / 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 h / 20 °C

With dmap; AD-mix-α; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1002/chem.201203296

Reference yield:

3-O-(2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranosyl)-1,2-di-O-hexanoylglycerol (1432064-14-6) → C42H55O12S(1-)*Na(1+) (1432064-23-7)

Guidance literature:

With Oxone; potassium acetate; acetic acid; at 20 ℃; for 16h;

DOI:10.1002/chem.201203296

upstream raw materials:

hexanoic acid

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

1-O-allyl-2,3,4-tri-O-benzyl-6-deoxy-6-thioacetyl-α-D-glucopyranoside

Downstream raw materials:

C₄₂H₅₅O₁₂S^(1-)*Na⁽¹⁺⁾

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