tert-butyldimethylsilyl 3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Base Information

• Chemical Name: tert-butyldimethylsilyl 3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside
• CAS No.: 637763-48-5
• Molecular Formula: C₂₈H₃₈Cl₃NO₆Si
• Molecular Weight: 619.057

Synonyms:tert-butyldimethylsilyl 3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Chemical Property of tert-butyldimethylsilyl 3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Chemical Property:

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Technology Process of tert-butyldimethylsilyl 3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

There total 2 articles about tert-butyldimethylsilyl 3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside 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: 84.0%

tert-butyldimethylsilyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside → tert-butyldimethylsilyl 3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside (637763-48-5)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h; Molecular sieve;

DOI:10.1016/j.carres.2010.05.010

Reference yield: 63.0%

N-[(2R,4aR,6S,7R,8R,8aS)-8-Benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-2,2,2-trichloro-acetamide → tert-butyldimethylsilyl 3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside (637763-48-5)

Guidance literature:

With triethylsilane; trifluorormethanesulfonic acid; trifluoromethanesulfonic acid anhydride; In dichloromethane; at 0 - 20 ℃; for 1.66667h;

DOI:10.1021/ol035887t

Reference yield: 99.0%

acetic anhydride (108-24-7) + tert-butyldimethylsilyl 3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside (637763-48-5) → tert-butyldimethylsilyl 3,6-di-O-benzyl-2-deoxy-4-O-acetyl-2-trichloroacetamido-β-D-glucopyranoside (637763-62-3)

Guidance literature:

With dmap; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol035887t

Downstream raw materials:

tert-butyldimethylsilyl 3,6-di-O-benzyl-2-deoxy-4-O-acetyl-2-trichloroacetamido-β-D-glucopyranoside

tert-butyldimethylsilyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((2R,4aR,6S,7S,8S,8aS)-7-benzyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

tert-butyldimethylsilyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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