methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate

Base Information

Chemical Name:methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate
CAS No.:247027-88-9
Molecular Formula:C₄₀H₅₃NO₂₂
Molecular Weight:899.854
Hs Code.:

methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate

Synonyms:methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate

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Chemical Property of methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate

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Technology Process of methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate

There total 3 articles about methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate 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: 100.0%

: 108-24-7
acetic anhydride

: 247027-87-8
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 3-deoxy-β-D-galactopyranosidyl)]-methyl]-D-erythro-L-manno-nonate

: 247027-88-9
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate

Guidance literature:: With pyridine; at 20 ℃; for 48h;
DOI:10.1021/jo990564p

Reference yield:

: 286939-02-4
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-benzyl-3-deoxy-β-D-galactopyranosidyl)]-methyl]-D-erythro-L-manno-nonate

: 247027-88-9
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol; ethyl acetate; H₂O / 24 h / 20 °C

2: 39 mg / pyridine / 16 h / 20 °C

With hydrogen; palladium on activated charcoal; In pyridine; methanol; water; ethyl acetate; 1: Hydrogenolysis / 2: Acetylation;
DOI:10.1002/(SICI)1099-0690(200005)2000:9<1805::AID-EJOC1805<3.0.CO;2-A

Reference yield:

: methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(RS)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-benzyl-3-deoxy-β-D-galactopyranosidyl)]-methyl]-D-erythro-L-manno-nonate

: 247027-88-9
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(R)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / H₂; AcOH / ethyl acetate; methanol; H₂O / 15 h / 20 °C

2: 100 percent / pyridine / 48 h / 20 °C

With pyridine; hydrogen; acetic acid; In methanol; water; ethyl acetate; 1: Catalytic hydrogenation / 2: Acetylation;
DOI:10.1021/jo990564p