ethyl 2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: ethyl 2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-1-thio-α-D-mannopyranoside
• CAS No.: 1408060-56-9
• Molecular Formula: C₂₈H₃₂O₉S
• Molecular Weight: 544.623

Synonyms:ethyl 2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-1-thio-α-D-mannopyranoside

Chemical Property of ethyl 2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of ethyl 2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-1-thio-α-D-mannopyranoside

There total 3 articles about ethyl 2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-1-thio-α-D-mannopyranoside 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: 92.0%

ethyl 2,6-di-O-benzoyl-3-O-methyl-1-thio-α-D-mannopyranoside (1408060-55-8) + levulinic acid (123-76-2) → ethyl 2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-1-thio-α-D-mannopyranoside (1408060-56-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201201222 DOI:10.1002/chem.201201222

Reference yield:

ethyl 3-O-methyl-1-thio-α-D-mannopyranoside (1408060-54-7) → ethyl 2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-1-thio-α-D-mannopyranoside (1408060-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 17 h / -20 - 20 °C / Inert atmosphere

2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1002/chem.201201222 DOI:10.1002/chem.201201222

Reference yield:

benzoyl chloride (98-88-4) → ethyl 2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-1-thio-α-D-mannopyranoside (1408060-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 17 h / -20 - 20 °C / Inert atmosphere

2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1002/chem.201201222 DOI:10.1002/chem.201201222

upstream raw materials:

ethyl 3-O-methyl-1-thio-α-D-mannopyranoside

ethyl 2,6-di-O-benzoyl-3-O-methyl-1-thio-α-D-mannopyranoside

levulinic acid

benzoyl chloride

Downstream raw materials:

ethyl 2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-α-D-mannopyranosyl-(1→4)-2,6-di-O-benzoyl-3-O-methyl-1-thio-α-D-mannopyranoside

8-azidooctyl 2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-α-D-mannopyranosyl-(1→4)-2,6-di-O-benzoyl-3-O-methyl-α-D-mannopyranoside

8-azidooctyl 2,6-di-O-benzoyl-3-O-methyl-α-D-mannopyranosyl-(1→4)-2,6-di-O-benzoyl-3-O-methyl-α-D-mannopyranoside

2,6-di-O-benzoyl-4-O-levulinoyl-3-O-methyl-α-D-mannopyranosyl trichloroacetimidate

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