p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu...

Base Information

• Chemical Name: p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu...
• CAS No.: 202865-08-5
• Molecular Formula: C₇₂H₇₈Cl₂N₂O₂₇
• Molecular Weight: 1474.31

Synonyms:p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu...

Chemical Property of p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu...

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Technology Process of p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu...

There total 3 articles about p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu... 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:

acetic anhydride (108-24-7) + 4,5,7,8,9-pentaacetyl-2-(diethylphospho)-α,β-neuraminic acid methyl ester + 2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-6-benzyloxymethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-5,6-dichloro-isoindole-1,3-dione (202865-05-2) → Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-[(2R,3S,4R,5R,6S)-4-benzyloxy-2-benzyloxymethyl-5-(5,6-dichloro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester (202865-04-1) + p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu... (202865-08-5) + p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu...

Guidance literature:

With pyridine; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; Yield given. Multistep reaction. Yields of byproduct given; 1) CH₃CN, -40 deg C, 2.5 h; 2) CH₃CN, -40 deg C, 6 h; 3) CH₂Cl₂, 21 h;

DOI:10.1016/S0040-4020(97)10377-5

Reference yield:

acetic anhydride (108-24-7) + methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid)onate (144240-36-8) + 2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-6-benzyloxymethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-5,6-dichloro-isoindole-1,3-dione (202865-05-2) → Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-[(2R,3S,4R,5R,6S)-4-benzyloxy-2-benzyloxymethyl-5-(5,6-dichloro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester (202865-04-1) + p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu... (202865-08-5) + p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu...

Guidance literature:

With pyridine; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; Yield given. Multistep reaction. Yields of byproduct given; 1) CH₃CN, -40 deg C; 2) CH₃CN, -40 deg C; 3) CH₂Cl₂, 21 h;

DOI:10.1016/S0040-4020(97)10377-5

Reference yield:

acetic anhydride (108-24-7) + methyl (phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-galacto-2-nonulopyranoside)onate (118977-25-6,118977-26-7) + 2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-6-benzyloxymethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-5,6-dichloro-isoindole-1,3-dione (202865-05-2) → Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-[(2R,3S,4R,5R,6S)-4-benzyloxy-2-benzyloxymethyl-5-(5,6-dichloro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester (202865-04-1) + p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu... (202865-08-5) + p-methoxyphenyl O-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galactonon-2-ulopyranosyl) onate]-(2->3)-(2,4-di-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glu...

Guidance literature:

With pyridine; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; Yield given. Multistep reaction. Yields of byproduct given; 1) CH₃CN, CH₂Cl₂, -40 deg C, 30 min; 2) CH₃CN, Ch₂Cl₂, -40 deg C, 6 h, -10 deg C, 18 h; 3) CH₂Cl₂, 21 h;

DOI:10.1016/S0040-4020(97)10377-5

upstream raw materials:

acetic anhydride

methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid)onate

2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-6-benzyloxymethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl]-5,6-dichloro-isoindole-1,3-dione

methyl (phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-galacto-2-nonulopyranoside)onate

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