N-(9-fluorenylmethoxycarbonyl)-O-[2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl]-L-serine

Base Information

• Chemical Name: N-(9-fluorenylmethoxycarbonyl)-O-[2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl]-L-serine
• CAS No.: 948900-50-3
• Molecular Formula: C₆₇H₆₈N₂O₁₅
• Molecular Weight: 1141.28

Synonyms:N-(9-fluorenylmethoxycarbonyl)-O-[2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl]-L-serine

Chemical Property of N-(9-fluorenylmethoxycarbonyl)-O-[2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl]-L-serine

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Technology Process of N-(9-fluorenylmethoxycarbonyl)-O-[2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl]-L-serine

There total 2 articles about N-(9-fluorenylmethoxycarbonyl)-O-[2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl]-L-serine 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: 79.0%

N-(9-fluorenylmethoxycarbonyl)-O-[2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl]-L-serine allyl ester → N-(9-fluorenylmethoxycarbonyl)-O-[2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl]-L-serine (948900-50-3)

Guidance literature:

With dimedone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1271/bbb.60244

Reference yield:

C68H68N4O14 → N-(9-fluorenylmethoxycarbonyl)-O-[2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl]-L-serine (948900-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Zn; AcOH / CH₂Cl₂ / 0.5 h

1.2: 71 percent / methanol; CH₂Cl₂ / 1.5 h

2.1: 79 percent / 5,5-dimethyl-1,3-cyclohexanedione / Pd(PPh₃)4 / tetrahydrofuran / 2 h / 20 °C

With dimedone; acetic acid; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;

DOI:10.1271/bbb.60244

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