O-2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

Base Information

• Chemical Name: O-2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-glucopyranosyl trichloroacetimidate
• CAS No.: 1010440-34-2
• Molecular Formula: C₂₆H₂₈Cl₃NO₈
• Molecular Weight: 588.869

Synonyms:O-2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

Chemical Property of O-2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

Chemical Property:

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Technology Process of O-2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

There total 1 articles about O-2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-glucopyranosyl trichloroacetimidate 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: 97.0%

2,6-di-O-acetyl-3,4-di-O-benzyl-D-glucopyranose + trichloroacetonitrile (545-06-2) → O-2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (1010440-34-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 1h;

DOI:10.1002/ejoc.200700698

Reference yield: 95.0%

O-2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (1010440-34-2) + dimethyl(thexyl)silyl 3-O-acetyl-6-O-benzyl-2-deoxy-2-(dimethylmaleimido)-β-D-glucopyranoside (1010440-35-3) → dimethyl(thexyl)silyl (2,6-di-O-acetyl-3,4-di-O-benzyl-β-D-glucopyranosyl)(1->4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-(dimethylmaleimido)-β-D-glucopyranoside (1010440-36-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -5 ℃; for 1h;

DOI:10.1002/ejoc.200700698

Reference yield: 68.0%

O-2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (1010440-34-2) + dimethyl(thexyl)silyl 6-O-benzyl-2-deoxy-2-(dimethylmaleimido)-3-O-levulinoyl-β-D-glucopyranoside (1010440-55-7) → dimethyl(thexyl)silyl 2,6-di-O-acetyl-3,4-di-O-benzyl-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-(dimethylmaleimido)-3-O-levulinoyl-β-D-glucopyranoside (1010440-56-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1002/ejoc.200700698

upstream raw materials:

trichloroacetonitrile

Downstream raw materials:

dimethyl(thexyl)silyl (2,6-di-O-acetyl-3,4-di-O-benzyl-β-D-glucopyranosyl)(1->4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-(dimethylmaleimido)-β-D-glucopyranoside

dimethyl(thexyl)silyl 2,6-di-O-acetyl-3,4-di-O-benzyl-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-(dimethylmaleimido)-3-O-levulinoyl-β-D-glucopyranoside

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