N^α-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl)-L-threonine benzylester

Base Information

• Chemical Name: N^α-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl)-L-threonine benzylester
• CAS No.: 1380302-95-3
• Molecular Formula: C₄₀H₄₄N₂O₁₃
• Molecular Weight: 760.795
• Mol file: 1380302-95-3.mol

Synonyms:

Chemical Property of N^α-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl)-L-threonine benzylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl)-L-threonine benzylester

There total 11 articles about N^α-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl)-L-threonine 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: 67.0%

Nα-fluoren-9-ylmethoxycarbonyl-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloro-ethoxy-carbonylamino)-β-Dgalactopyranosyl]-L-threonine benzyl ester (1380302-92-0) + acetic anhydride (108-24-7) → Nα-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl)-L-threonine benzylester (1380302-95-3)

Guidance literature:

With zinc; at 20 ℃; Inert atmosphere;

DOI:10.1007/s10719-011-9353-2

Reference yield: 52.0%

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester (73724-48-8) + 2-acetamido-2,4,6,-tri-O-acetyl-1-chloro-1,2-dideoxy-α-D-galactopyranose (41355-44-6) → Nα-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl)-L-threonine benzylester (1380302-95-3)

Guidance literature:

With mercury dibromide; In 1,2-dichloro-ethane; for 22h; Reflux;

DOI:10.1002/cbic.201600473

Reference yield:

D-(+)-galactosamine hydrochloride (1772-03-8,4710-95-6,6730-09-2,14131-59-0,14131-62-5,14131-63-6,14131-65-8,14131-67-0,14257-79-5,19124-46-0,20706-90-5,91673-92-6) → Nα-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-galactopyranosyl)-L-threonine benzylester (1380302-95-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydrogencarbonate / Inert atmosphere

2.1: pyridine / Inert atmosphere

3.1: hydrazine; acetic acid / N,N-dimethyl-formamide / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / Inert atmosphere

5.1: dichloromethane / 20 °C / Molecular sieve; Inert atmosphere

5.2: 0 - 20 °C / Inert atmosphere; Molecular sieve

6.1: zinc / 20 °C / Inert atmosphere

With pyridine; sodium hydrogencarbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydrazine; zinc; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1007/s10719-011-9353-2

upstream raw materials:

D-(+)-galactosamine hydrochloride

1,3,4,6-Tetra-O-acetyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-α/β-D-galactopyranose

1-trichloroacetamido-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-α-D-galactopyranose 3,4,6-triacetate

N^α-fluoren-9-ylmethoxycarbonyl-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloro-ethoxy-carbonylamino)-β-Dgalactopyranosyl]-L-threonine benzyl ester