N-<2-(Triphenylphophonio)ethoxycarbonyl>methionyl-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>methionyl-seryl-N⁴-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)asparagin-benzylester-chlorid
• CAS No.: 86040-87-1
• Molecular Formula: C₅₄H₆₅N₅O₁₆PS*Cl
• Molecular Weight: 1138.63

Synonyms:

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

Chemical Property:

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

There total 9 articles about N-<2-(Triphenylphophonio)ethoxycarbonyl>methionyl-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: 31.0%

N-<2-(Triphenylphosphonio)ethoxycarbonyl>methionyl-serin-chlorid (86050-09-1) + N4-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-asparagin-benzylester (79134-90-0) → 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:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In chloroform; at -15 ℃; for 72h;

DOI:10.1002/jlac.198319830302

Reference yield:

N-(Trimethylsilyl)methionin-trimethylsilylester (27844-10-6) → 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 4 steps

1: 79 percent / CHCl₃; CH₂Cl₂ / 8 h / -10 °C

2: 70 percent / (ethyl)-2-ethoxy-1,2-dihydro-1-quinolinecarboxylate / CH₂Cl₂ / 12 h / Ambient temperature

3: 92 percent / trifluoroacetic acid / 1 h / 0 °C

4: 31 percent / (ethyl)-2-ethoxy-1,2-dihydro-1-quinolinecarboxylate / CHCl₃ / 72 h / -15 °C

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trifluoroacetic acid; In dichloromethane; chloroform;

DOI:10.1002/jlac.198319830302

Reference yield:

Chlorameisensaeure-2-(triphenylphosphonioethyl)ester-chlorid (61083-59-8) → 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 4 steps

1: 79 percent / CHCl₃; CH₂Cl₂ / 8 h / -10 °C

2: 70 percent / (ethyl)-2-ethoxy-1,2-dihydro-1-quinolinecarboxylate / CH₂Cl₂ / 12 h / Ambient temperature

3: 92 percent / trifluoroacetic acid / 1 h / 0 °C

4: 31 percent / (ethyl)-2-ethoxy-1,2-dihydro-1-quinolinecarboxylate / CHCl₃ / 72 h / -15 °C

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trifluoroacetic acid; In dichloromethane; chloroform;

DOI:10.1002/jlac.198319830302

upstream raw materials:

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

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

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

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

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