4,6-O-benzylidene-2-O-(chloroacetyl)-3-O-(N-phenylcarbamoyl)-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide

Base Information

• Chemical Name: 4,6-O-benzylidene-2-O-(chloroacetyl)-3-O-(N-phenylcarbamoyl)-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide
• CAS No.: 182924-04-5
• Molecular Formula: C₇₈H₇₁ClN₆O₂₀
• Molecular Weight: 1447.9

Synonyms:

Chemical Property of 4,6-O-benzylidene-2-O-(chloroacetyl)-3-O-(N-phenylcarbamoyl)-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 4,6-O-benzylidene-2-O-(chloroacetyl)-3-O-(N-phenylcarbamoyl)-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide

There total 2 articles about 4,6-O-benzylidene-2-O-(chloroacetyl)-3-O-(N-phenylcarbamoyl)-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide 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:

3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide (182923-98-4) + 4,6-O-benzylidene-2-O-chloroacetyl-3-O-(N-phenylcarbamoyl)-D-glucopyranosyl trichloroacetimidate (560129-54-6) → 4,6-O-benzylidene-2-O-(chloroacetyl)-3-O-(N-phenylcarbamoyl)-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide (182924-04-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 4h; Molecular sieve;

DOI:10.1002/ejoc.201200468

Reference yield:

4,6-O-benzylidene-2-O-chloroacetyl-3-O-(N-phenylcarbamoyl)-D-glucopyranosyl (N-phenyl)trifluoroacetimidate + 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide (182923-98-4) → 4,6-O-benzylidene-2-O-(chloroacetyl)-3-O-(N-phenylcarbamoyl)-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide (182924-04-5)

Guidance literature:

4,6-O-benzylidene-2-O-chloroacetyl-3-O-(N-phenylcarbamoyl)-D-glucopyranosyl (N-phenyl)trifluoroacetimidate; 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.666667h; Molecular sieve; Inert atmosphere;

With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.666667h; Molecular sieve; Inert atmosphere;

DOI:10.1002/ejoc.201200468

Reference yield:

4,6-O-benzylidene-2-O-(chloroacetyl)-3-O-(N-phenylcarbamoyl)-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide (182924-04-5) → 4,6-O-benzylidene-3-O-(N-phenylcarbamoyl)-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide (182924-06-7)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201200468

upstream raw materials:

3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide

4,6-O-benzylidene-2-O-chloroacetyl-3-O-(N-phenylcarbamoyl)-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

4,6-O-benzylidene-3-O-(N-phenylcarbamoyl)-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide

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