N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-azido-4,6-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-benzylester

Base Information

• Chemical Name: N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-azido-4,6-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-benzylester
• CAS No.: 100929-02-0
• Molecular Formula: C₆₀H₆₀N₄O₂₀
• Molecular Weight: 1157.15
• Mol file: 100929-02-0.mol

Synonyms:

Chemical Property of N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-azido-4,6-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-benzylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-azido-4,6-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-benzylester

There total 1 articles about N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-azido-4,6-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-benzylester 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: 30.0%

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester (73724-48-8) + 2-azido-4,6-di-O-benzoyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl bromide (87376-57-6) → N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-azido-4,6-O-benzoyl-2-desoxy-β-D-galactopyranosyl)>-L-threonin-benzylester + N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-azido-4,6-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-benzylester (100929-02-0)

Guidance literature:

With silver (I) ion;

Reference yield:

acetic anhydride (108-24-7) + N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-azido-4,6-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-benzylester (100929-02-0) → N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-benzylester (100929-05-3)

Guidance literature:

With pyridine; sodium tetrahydroborate; boric acid; nickel dichloride; Yield given. Multistep reaction; 1. EtOH 2. 2 h;

DOI:10.1016/0008-6215(90)84081-5

Reference yield:

N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-azido-4,6-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-benzylester (100929-02-0) → N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin (101376-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂S / 1.) pyridine, H₂O, 20 h, RT 2.) 3 h

2: 85 percent / 85percent HCO₂H / Pd/C / methanol / 0.2 h

With formic acid; hydrogen sulfide; palladium on activated charcoal; In methanol;

upstream raw materials:

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

2-azido-4,6-di-O-benzoyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl bromide

Downstream raw materials:

N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin-benzylester

N-(9-Fluorenylmethoxycarbonyl)-O-<(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-4,6-di-O-benzoyl-2-desoxy-α-D-galactopyranosyl)>-L-threonin

C₄₇H₅₄N₂O₁₉