N⁴-<2-Acetamido-4-O-(2-acetamido-2-desoxy-β-D-glucopyranosyl)-2-desoxy-β-D-glucopyranosyl>-N²-(tert-butyloxycarbonyl)-L-asparaginyl-L-phenylalanyl-L-treoninamid

Base Information

• Chemical Name: N⁴-<2-Acetamido-4-O-(2-acetamido-2-desoxy-β-D-glucopyranosyl)-2-desoxy-β-D-glucopyranosyl>-N²-(tert-butyloxycarbonyl)-L-asparaginyl-L-phenylalanyl-L-treoninamid
• CAS No.: 98304-20-2
• Molecular Formula: C₃₈H₅₉N₇O₁₇
• Molecular Weight: 885.923

Synonyms:N⁴-<2-Acetamido-4-O-(2-acetamido-2-desoxy-β-D-glucopyranosyl)-2-desoxy-β-D-glucopyranosyl>-N²-(tert-butyloxycarbonyl)-L-asparaginyl-L-phenylalanyl-L-treoninamid

Chemical Property of N⁴-<2-Acetamido-4-O-(2-acetamido-2-desoxy-β-D-glucopyranosyl)-2-desoxy-β-D-glucopyranosyl>-N²-(tert-butyloxycarbonyl)-L-asparaginyl-L-phenylalanyl-L-treoninamid

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Technology Process of N⁴-<2-Acetamido-4-O-(2-acetamido-2-desoxy-β-D-glucopyranosyl)-2-desoxy-β-D-glucopyranosyl>-N²-(tert-butyloxycarbonyl)-L-asparaginyl-L-phenylalanyl-L-treoninamid

There total 11 articles about N⁴-<2-Acetamido-4-O-(2-acetamido-2-desoxy-β-D-glucopyranosyl)-2-desoxy-β-D-glucopyranosyl>-N²-(tert-butyloxycarbonyl)-L-asparaginyl-L-phenylalanyl-L-treoninamid 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: 86.0%

N4-<2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-desoxy-β-D-glucopyranosyl>-N2-(tert-butyloxycarbonyl)-L-asparaginyl-L-phenylalanyl-L-threonin-allylester (98304-21-3) → N4-<2-Acetamido-4-O-(2-acetamido-2-desoxy-β-D-glucopyranosyl)-2-desoxy-β-D-glucopyranosyl>-N2-(tert-butyloxycarbonyl)-L-asparaginyl-L-phenylalanyl-L-treoninamid (98304-20-2)

Guidance literature:

With ammonia; In methanol; for 48h; Ambient temperature;

Reference yield:

2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosylamine (29673-51-6) → N4-<2-Acetamido-4-O-(2-acetamido-2-desoxy-β-D-glucopyranosyl)-2-desoxy-β-D-glucopyranosyl>-N2-(tert-butyloxycarbonyl)-L-asparaginyl-L-phenylalanyl-L-treoninamid (98304-20-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / EEDQ / CH₂Cl₂ / 72 h / Ambient temperature

2: 95 percent / morpholine / (Ph₃P)4Pd⁽⁰⁾ / tetrahydrofuran; dimethylsulfoxide / 4 h / Ambient temperature

3: 81 percent / triethylamine, EEDQ / dimethylformamide / 72 h / Ambient temperature

4: 86 percent / NH₃ / methanol / 48 h / Ambient temperature

With morpholine; ammonia; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

N4-<2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-desoxy-β-D-glucopyranosyl>-N2-(tert-butyloxycarbonyl)-l-L-asparagin-allylester (98304-16-6) → N4-<2-Acetamido-4-O-(2-acetamido-2-desoxy-β-D-glucopyranosyl)-2-desoxy-β-D-glucopyranosyl>-N2-(tert-butyloxycarbonyl)-L-asparaginyl-L-phenylalanyl-L-treoninamid (98304-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / morpholine / (Ph₃P)4Pd⁽⁰⁾ / tetrahydrofuran; dimethylsulfoxide / 4 h / Ambient temperature

2: 81 percent / triethylamine, EEDQ / dimethylformamide / 72 h / Ambient temperature

3: 86 percent / NH₃ / methanol / 48 h / Ambient temperature

With morpholine; ammonia; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

N⁴-<2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-desoxy-β-D-glucopyranosyl>-N²-(tert-butyloxycarbonyl)-L-asparaginyl-L-phenylalanyl-L-threonin-allylester

2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride

N-tert-butoxycarbonyl-L-phenylalanine

2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosylamine

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