N⁴-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-N²-<2-(triphenylphosphonio)ethoxycarbonyl>asparagin-tert-butylester-chlorid

Base Information

• Chemical Name: N⁴-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-N²-<2-(triphenylphosphonio)ethoxycarbonyl>asparagin-tert-butylester-chlorid
• CAS No.: 86088-20-2
• Molecular Formula: C₄₃H₅₃N₃O₁₃P*Cl
• Molecular Weight: 886.333
• Mol file: 86088-20-2.mol

Synonyms:

Chemical Property of N⁴-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-N²-<2-(triphenylphosphonio)ethoxycarbonyl>asparagin-tert-butylester-chlorid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁴-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-N²-<2-(triphenylphosphonio)ethoxycarbonyl>asparagin-tert-butylester-chlorid

There total 1 articles about N⁴-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-N²-<2-(triphenylphosphonio)ethoxycarbonyl>asparagin-tert-butylester-chlorid 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: 63.0%

2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosylamine (4515-24-6) + N-<2-(Triphenylphosphonio)ethoxycarbonyl>asparaginsaeure-1-tert-butylester-chlorid (86088-19-9) → 2-Acetamido-N-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosylamin (7233-42-3) + 2-Acetamido-N-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-3,4,6-tri-O-acetyl-2-desoxy-α-D-glucopyranosylamin (6205-70-5,7057-04-7,7233-42-3) + N4-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-N2-<2-(triphenylphosphonio)ethoxycarbonyl>asparagin-tert-butylester-chlorid (86088-20-2)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In chloroform; for 15h; Ambient temperature;

DOI:10.1002/jlac.198319830302

Reference yield:

N4-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-N2-<2-(triphenylphosphonio)ethoxycarbonyl>asparagin-tert-butylester-chlorid (86088-20-2) → N-<2-(Triphenylphosphonio)ethoxycarbonyl>prolyl-isoleucyl-N4-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-asparagin-tert-butylester-chlorid (86040-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / morpholine / CH₂Cl₂ / 0.33 h / Ambient temperature

2: 29 percent / (ethyl)-2-ethoxy-1,2-dihydro-1-quinolinecarboxylate / CH₂Cl₂ / 59 h / 20 °C

With morpholine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;

DOI:10.1002/jlac.198319830302

Reference yield:

N4-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-N2-<2-(triphenylphosphonio)ethoxycarbonyl>asparagin-tert-butylester-chlorid (86088-20-2) → N-<2-(Triphenylphosphonio)ethoxycarbonyl>leucyl-N4-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-asparagin-tert-butylester-chlorid (86040-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / morpholine / CH₂Cl₂ / 0.33 h / Ambient temperature

2: 67 percent / (ethyl)-2-ethoxy-1,2-dihydro-1-quinolinecarboxylate / CH₂Cl₂ / 1) -10 deg C, 1 h, 2) 15 h, room temperature

With morpholine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;

DOI:10.1002/jlac.198319830302

upstream raw materials:

2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosylamine

N-<2-(Triphenylphosphonio)ethoxycarbonyl>asparaginsaeure-1-tert-butylester-chlorid

Downstream raw materials:

N-<2-(Triphenylphosphonio)ethoxycarbonyl>leucyl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-asparagin-tert-butylester-chlorid

N-<2-(Triphenylphosphonio)ethoxycarbonyl>isoleucyl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-asparagin-tert-butylester-chlorid

N-<2-(Triphenylphosphonio)ethoxycarbonyl>phenylalanyl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-asparagin-tert-butylester-chlorid

N-<2-(Triphenylphosphonio)ethoxycarbonyl>prolyl-isoleucyl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-asparagin-tert-butylester-chlorid