N^α-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester

Base Information

• Chemical Name: N^α-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester
• CAS No.: 218291-41-9
• Molecular Formula: C₃₂H₃₄N₄O₉
• Molecular Weight: 618.643

Synonyms:N^α-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester

Chemical Property of N^α-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N^α-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester

There total 3 articles about N^α-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl 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:

Nα-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threonine benzyl ester (1380302-80-6) → Nα-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester (218291-41-9)

Guidance literature:

With methanol; sodium methylate; at 0 ℃; for 2h;

DOI:10.1007/s10719-017-9781-8

Reference yield:

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester (73724-48-8) → Nα-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester (218291-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Cp₂ZrCl₂, AgOTf / CH₂Cl₂

2: I₂, MeOH

With methanol; zirconocene dichloride; iodine; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1021/ja9825128

Reference yield:

((3aR,4R,7R,7aR)-7-Azido-6-fluoro-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy)-triisopropyl-silane → Nα-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester (218291-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Cp₂ZrCl₂, AgOTf / CH₂Cl₂

2: I₂, MeOH

With methanol; zirconocene dichloride; iodine; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1021/ja9825128

upstream raw materials:

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester

N^α-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threonine benzyl ester

Downstream raw materials:

N^α-fluoren-9-ylmethoxycarbonyl-O-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester

N^α-fluoren-9-ylmethoxycarbonyl-O-[2-azido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]-L-threonine benzyl ester

C₄₇H₅₀N₄O₁₉

C₄₈H₄₈N₄O₁₆

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