methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(S)-O-acetyl-[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-[(S)-O-acetyl-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate
• CAS No.: 247027-89-0
• Molecular Formula: C₄₂H₅₅NO₂₃
• Molecular Weight: 941.892
• Mol file: 247027-89-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(S)-O-acetyl-[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: 61.0%

acetic anhydride (108-24-7) + methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(S)-hydroxy-[3-(p-methoxyphenyl 3-deoxy-β-D-galactopyranosidyl)]-methyl]-D-erythro-L-manno-nonate (247027-91-4) → methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(S)-hydroxy-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate (247027-92-5) + methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(S)-O-acetyl-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate (247027-89-0)

Guidance literature:

With pyridine; at 20 ℃; for 48h;

DOI:10.1021/jo990564p

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 → methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(S)-O-acetyl-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate (247027-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 36 percent / H₂; AcOH / ethyl acetate; methanol; H₂O / 15 h / 20 °C

2: 38 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

Reference yield: 73.0%

thiophenol (108-98-5) + methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(S)-O-acetyl-[3-(p-methoxyphenyl 2,4,6-tri-O-acetyl-3-deoxy-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate (247027-89-0) → methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-2-C-[(S)-O-acetyl-[3-(phenyl 2,4,6-tri-O-acetyl-3-deoxythio-β-D-galactopyranosidyl)]methyl]-D-erythro-L-manno-nonate

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; at 60 ℃; for 48h;

DOI:10.1021/jo990564p

upstream raw materials:

acetic anhydride

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