phenyl tri-O-acetyl-β-D-xylopyranosyl(1->3)-2,4-di-O-acetyl-1-thio-β-D-xyloside

Base Information

• Chemical Name: phenyl tri-O-acetyl-β-D-xylopyranosyl(1->3)-2,4-di-O-acetyl-1-thio-β-D-xyloside
• CAS No.: 1363568-10-8
• Molecular Formula: C₂₆H₃₂O₁₃S
• Molecular Weight: 584.598

Synonyms:phenyl tri-O-acetyl-β-D-xylopyranosyl(1->3)-2,4-di-O-acetyl-1-thio-β-D-xyloside

Chemical Property of phenyl tri-O-acetyl-β-D-xylopyranosyl(1->3)-2,4-di-O-acetyl-1-thio-β-D-xyloside

Chemical Property:

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Technology Process of phenyl tri-O-acetyl-β-D-xylopyranosyl(1->3)-2,4-di-O-acetyl-1-thio-β-D-xyloside

There total 3 articles about phenyl tri-O-acetyl-β-D-xylopyranosyl(1->3)-2,4-di-O-acetyl-1-thio-β-D-xyloside 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:

acetyl 2,4-di-O-acetyl-β-D-xylopyranoside (19186-36-8,71166-82-0,77824-39-6,71143-90-3) → phenyl tri-O-acetyl-β-D-xylopyranosyl(1->3)-2,4-di-O-acetyl-1-thio-β-D-xyloside (1363568-10-8)

Guidance literature:

Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / dichloromethane / 1 h / -40 - 0 °C / Molecular sieve; Inert atmosphere

2: hydrogen bromide; acetic acid / dichloromethane / 1 h / 0 °C

3: tetrabutylammomium bromide; potassium carbonate / dichloromethane; water / 8 h

With boron trifluoride diethyl etherate; tetrabutylammomium bromide; hydrogen bromide; potassium carbonate; acetic acid; In dichloromethane; water;

DOI:10.1021/ja211836t

Reference yield:

1,2,4-tri-O-acetyl-3-O-<2,3,4-tri-O-acetyl-β-D-xylopyranosyl>-β-D-xylopyranose (92528-15-9,103128-69-4,77217-83-5) → phenyl tri-O-acetyl-β-D-xylopyranosyl(1->3)-2,4-di-O-acetyl-1-thio-β-D-xyloside (1363568-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen bromide; acetic acid / dichloromethane / 1 h / 0 °C

2: tetrabutylammomium bromide; potassium carbonate / dichloromethane; water / 8 h

With tetrabutylammomium bromide; hydrogen bromide; potassium carbonate; acetic acid; In dichloromethane; water;

DOI:10.1021/ja211836t

Reference yield:

C20H27BrO13 + thiophenol (108-98-5) → phenyl tri-O-acetyl-β-D-xylopyranosyl(1->3)-2,4-di-O-acetyl-1-thio-β-D-xyloside (1363568-10-8)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In dichloromethane; water; for 8h;

DOI:10.1021/ja211836t

upstream raw materials:

thiophenol

acetyl 2,4-di-O-acetyl-β-D-xylopyranoside

1,2,4-tri-O-acetyl-3-O-<2,3,4-tri-O-acetyl-β-D-xylopyranosyl>-β-D-xylopyranose

Downstream raw materials:

phenyl β-D-xylopyranosyl(1->3)-1-thio-β-D-xylopyranoside

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