4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-α-D-glucopyranosyl imidate

Base Information

• Chemical Name: 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-α-D-glucopyranosyl imidate
• CAS No.: 895576-79-1
• Molecular Formula: C₅₈H₆₀Cl₃NO₁₂
• Molecular Weight: 1069.47

Synonyms:4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-α-D-glucopyranosyl imidate

Chemical Property of 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-α-D-glucopyranosyl imidate

Chemical Property:

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Technology Process of 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-α-D-glucopyranosyl imidate

There total 1 articles about 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-α-D-glucopyranosyl imidate 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: 100.0%

4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-D-glucopyranose (895576-78-0) + trichloroacetonitrile (545-06-2) → 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-α-D-glucopyranosyl imidate (895576-79-1)

Guidance literature:

1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 4.5h;

Reference yield: 81.0%

phenyl 2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-1-thio-β-D-glucopyranoside (895576-60-0) + 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-α-D-glucopyranosyl imidate (895576-79-1) → phenyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-1-thio-β-D-glucopyranoside (895576-96-2)

Guidance literature:

boron trifluoride diethyl etherate; In dichloromethane; at -78 - -50 ℃; for 26h;

Reference yield: 29.1%

phenyl 2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-1-thio-β-D-glucopyranoside (895576-67-7) + 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-α-D-glucopyranosyl imidate (895576-79-1) → phenyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-O-tri-O-methyl-1-thio-β-D-glucopyranoside (895577-01-2)

Guidance literature:

boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 27.5h;

upstream raw materials:

4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-D-glucopyranose

trichloroacetonitrile

Downstream raw materials:

phenyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-1-thio-β-D-glucopyranoside

phenyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-methyl-β-D-glucopyranosyl-[1-4]-2,3,6-O-tri-O-methyl-1-thio-β-D-glucopyranoside

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