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

Base Information

• Chemical Name: 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
• CAS No.: 98304-21-3
• Molecular Formula: C₅₁H₇₂N₆O₂₃
• Molecular Weight: 1137.16

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 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

There total 10 articles about 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 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: 81.0%

H-Phe-Thr-OAll (98304-23-5) + 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-asparagin (98304-17-7) → 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)

Guidance literature:

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

Reference yield: 81.0%

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-asparagin (98304-17-7) + L-Phenylalanyl-L-threonin-allylester-hydrochlorid (117067-81-9) → 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)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In N,N-dimethyl-formamide; for 72h; 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-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)

Guidance literature:

Multi-step reaction with 3 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

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

upstream raw materials:

H-Phe-Thr-OAll

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-asparagin

L-Phenylalanyl-L-threonin-allylester-hydrochlorid

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

Downstream raw materials:

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

β-GlyNAc-(1-4)-β-GlyNAc-BocAsn-Phe-Thr-OAll

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