N-<2-(Triphenylphophonio)ethoxycarbonyl>seryl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-chlorid

Base Information

• Chemical Name: N-<2-(Triphenylphophonio)ethoxycarbonyl>seryl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-chlorid
• CAS No.: 86040-83-7
• Molecular Formula: C₄₉H₅₆N₄O₁₅P*Cl
• Molecular Weight: 1007.43

Synonyms:

Chemical Property of N-<2-(Triphenylphophonio)ethoxycarbonyl>seryl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-chlorid

Chemical Property:

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Useful:

Technology Process of N-<2-(Triphenylphophonio)ethoxycarbonyl>seryl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-chlorid

There total 2 articles about N-<2-(Triphenylphophonio)ethoxycarbonyl>seryl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-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:

N4-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-N2-<2-(triphenylphosphonio)ethoxycarbonyl>asparagin-benzylester-chlorid (86088-21-3) → N-<2-(Triphenylphophonio)ethoxycarbonyl>seryl-N4-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-chlorid (86040-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / 20percent diethylamine / 2-methyl-propan-2-ol / 0.5 h / Ambient temperature

2: 1) (ethyl)-2-ethoxy-1,2-dihydro-1-quinolinecarboxylate / 1) 2 h, room temperature, 2) methylene dichloride, 15 h, -15 to 20 deg C

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; diethylamine; In tert-butyl alcohol;

DOI:10.1002/jlac.198319830302

Reference yield:

N-<2-(Triphenylphosphonio)ethoxycarbonyl>serin-chlorid (86040-58-6) + N4-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-asparagin-benzylester (79134-90-0) → N-<2-(Triphenylphophonio)ethoxycarbonyl>seryl-N4-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-chlorid (86040-83-7)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; Yield given. Multistep reaction; 1) 2 h, room temperature, 2) methylene dichloride, 15 h, -15 to 20 deg C;

DOI:10.1002/jlac.198319830302

Reference yield:

N-<2-(Triphenylphophonio)ethoxycarbonyl>seryl-N4-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-chlorid (86040-83-7) → N-<2-(Triphenylphophonio)ethoxycarbonyl>methionyl-seryl-N4-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-chlorid (86040-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: morpholine / CH₂Cl₂ / 0.33 h

2: pyridine, (ethyl)-2-ethoxy-1,2-dihydro-1-quinolinecarboxylate / CHCl₃ / 18 h / Ambient temperature

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

DOI:10.1002/jlac.198319830302

upstream raw materials:

N-<2-(Triphenylphosphonio)ethoxycarbonyl>serin-chlorid

N⁴-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-asparagin-benzylester

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

Downstream raw materials:

Triphenyl(2-morpholinoethyl)phosphoniumchlorid

Seryl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-chlorid

N-<2-(Triphenylphophonio)ethoxycarbonyl>methionyl-seryl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-chlorid

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