N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-serine tert-butyl ester

Base Information

• Chemical Name: N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-serine tert-butyl ester
• CAS No.: 658072-65-2
• Molecular Formula: C₅₂H₆₂N₂O₂₀
• Molecular Weight: 1035.07
• Mol file: 658072-65-2.mol

Synonyms:N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-serine tert-butyl ester

Chemical Property of N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-serine tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-serine tert-butyl ester

There total 1 articles about N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-serine tert-butyl 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: 80.0%

N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester (658072-64-1) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-serine tert-butyl ester (658072-65-2)

Guidance literature:

N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester; With 4 A molecular sieve; mercury(II) cyanide; In nitromethane; dichloromethane; at 20 ℃; for 1h;

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside; With mercury(II) cyanide; In nitromethane; dichloromethane; at 20 ℃; for 15h;

DOI:10.1055/s-2003-42429

Reference yield:

N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-serine tert-butyl ester (658072-65-2) → N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]α-D-galactopyranosyl)-L-serine (125760-30-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / aq. Ce(NH₄)2(NO₂)6 / acetonitrile / 0.75 h / 20 °C

2: 88 percent / pyridine / 17 h / 20 °C

3: 84 percent / triflouroacetic acid / methoxybenzene / 1 h / 20 °C

With ammonium cerium(IV) nitrate; trifluoroacetic acid; In pyridine; methoxybenzene; acetonitrile;

DOI:10.1055/s-2003-42429

upstream raw materials:

N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-α-D-galactopyranosyl)-L-serine tert-butyl ester

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Downstream raw materials:

N-(9H-fluoren-9-yl)methoxycarbonyl-O-(2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]α-D-galactopyranosyl)-L-serine