2-acetamido-3,4,6-tri-O-acetyl-1-N-[1-benzyl-N-(benzyloxy)carbonyl-L-aspart-4-oyl]-2-deoxy-β-D-glucopyranosylamine

Base Information

• Chemical Name: 2-acetamido-3,4,6-tri-O-acetyl-1-N-[1-benzyl-N-(benzyloxy)carbonyl-L-aspart-4-oyl]-2-deoxy-β-D-glucopyranosylamine
• CAS No.: 4515-27-9
• Molecular Formula: C₃₃H₃₉N₃O₁₃
• Molecular Weight: 685.685

Synonyms:2-acetamido-3,4,6-tri-O-acetyl-1-N-[1-benzyl-N-(benzyloxy)carbonyl-L-aspart-4-oyl]-2-deoxy-β-D-glucopyranosylamine

Chemical Property of 2-acetamido-3,4,6-tri-O-acetyl-1-N-[1-benzyl-N-(benzyloxy)carbonyl-L-aspart-4-oyl]-2-deoxy-β-D-glucopyranosylamine

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Technology Process of 2-acetamido-3,4,6-tri-O-acetyl-1-N-[1-benzyl-N-(benzyloxy)carbonyl-L-aspart-4-oyl]-2-deoxy-β-D-glucopyranosylamine

There total 7 articles about 2-acetamido-3,4,6-tri-O-acetyl-1-N-[1-benzyl-N-(benzyloxy)carbonyl-L-aspart-4-oyl]-2-deoxy-β-D-glucopyranosylamine 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: 93.0%

Z-L-Asp(F)-OBn (141996-70-5) + 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl azide (6205-69-2) → 2-acetamido-3,4,6-tri-O-acetyl-1-N-[1-benzyl-N-(benzyloxy)carbonyl-L-aspart-4-oyl]-2-deoxy-β-D-glucopyranosylamine (4515-27-9)

Guidance literature:

With Trimethylmethoxysilane; hydrogen; Lindlar's catalyst; In isopropyl alcohol; at 20 ℃; for 19h;

DOI:10.1016/S0040-4039(99)02228-5

Reference yield: 87.0%

Z-L-Asp(F)-OBn (141996-70-5) + C24H42N2O10Si (267432-03-1) → 2-acetamido-3,4,6-tri-O-acetyl-1-N-[1-benzyl-N-(benzyloxy)carbonyl-L-aspart-4-oyl]-2-deoxy-β-D-glucopyranosylamine (4515-27-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In 1,2-dichloro-ethane; at 20 ℃; for 18h;

DOI:10.1016/S0040-4039(99)02228-5

Reference yield: 61.0%

2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosylamine (4515-24-6) + Z-Asp-OBn (4779-31-1) → 2-acetamido-3,4,6-tri-O-acetyl-1-N-[1-benzyl-N-(benzyloxy)carbonyl-L-aspart-4-oyl]-2-deoxy-β-D-glucopyranosylamine (4515-27-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1016/0008-6215(89)85129-8

upstream raw materials:

2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosylamine

Z-Asp-OBn

Z-L-Asp(F)-OBn

2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl azide

Downstream raw materials:

2-acetamido-1-N-(L-β-aspartyl)-2-deoxy-β-D-glucopyranosylamine

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