benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester
• CAS No.: 388566-70-9
• Molecular Formula: C₄₅H₅₆N₂O₂₀
• Molecular Weight: 944.941

Synonyms:benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

Chemical Property of benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

Chemical Property:

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Technology Process of benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

There total 5 articles about benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester 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: 90.0%

tiolacetic acid (507-09-5) + benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester (388566-69-6) → benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester (388566-70-9)

Guidance literature:

With pyridine; at 20 ℃; for 36h;

DOI:10.1002/1099-0690(200109)2001:18<3453::AID-EJOC3453>3.0.CO;2-#

Reference yield:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl trichloroacetimidate (83025-11-0) → benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester (388566-70-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / TMSOTf; molecular sieves 4 Angstroem / diethyl ether / 0.33 h / -20 °C

2: ethylenediamine / butan-1-ol / 4 h / 90 °C

3: pyridine / 1 h / 20 °C

4: 90 percent / pyridine / 36 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; ethylenediamine; In pyridine; diethyl ether; butan-1-ol;

DOI:10.1002/1099-0690(200109)2001:18<3453::AID-EJOC3453>3.0.CO;2-#

Reference yield:

methyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1-> 3)-4-O-benzoyl-α-L-rhamnopyranoside (388566-67-4) → benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester (388566-70-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / TMSOTf; molecular sieves 4 Angstroem / diethyl ether / 0.33 h / -20 °C

2: ethylenediamine / butan-1-ol / 4 h / 90 °C

3: pyridine / 1 h / 20 °C

4: 90 percent / pyridine / 36 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; ethylenediamine; In pyridine; diethyl ether; butan-1-ol;

DOI:10.1002/1099-0690(200109)2001:18<3453::AID-EJOC3453>3.0.CO;2-#

upstream raw materials:

tiolacetic acid

benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl trichloroacetimidate

methyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1-> 3)-4-O-benzoyl-α-L-rhamnopyranoside

Downstream raw materials:

methyl 2-deoxy-2-N-acetyl-α-D-galactopyranosyl-(1-> 2)-[4,6-O-benzylidene-2-deoxy-2-N-acetyl-β-D glucopyranosyl-(1-> 3)]-α-L-rhamnopyranoside

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