Z-Lys[3-carbamidopropyl O-(β-D-galactopyranosyl)-(1->4)-O-2-acetamido-2-deoxy-β-D-glucopyranoside]-Gly-OH

Base Information

• Chemical Name: Z-Lys[3-carbamidopropyl O-(β-D-galactopyranosyl)-(1->4)-O-2-acetamido-2-deoxy-β-D-glucopyranoside]-Gly-OH
• CAS No.: 246516-46-1
• Molecular Formula: C₃₄H₅₂N₄O₁₇
• Molecular Weight: 788.803

Synonyms:Z-Lys[3-carbamidopropyl O-(β-D-galactopyranosyl)-(1->4)-O-2-acetamido-2-deoxy-β-D-glucopyranoside]-Gly-OH

Chemical Property of Z-Lys[3-carbamidopropyl O-(β-D-galactopyranosyl)-(1->4)-O-2-acetamido-2-deoxy-β-D-glucopyranoside]-Gly-OH

Chemical Property:

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Technology Process of Z-Lys[3-carbamidopropyl O-(β-D-galactopyranosyl)-(1->4)-O-2-acetamido-2-deoxy-β-D-glucopyranoside]-Gly-OH

There total 5 articles about Z-Lys[3-carbamidopropyl O-(β-D-galactopyranosyl)-(1->4)-O-2-acetamido-2-deoxy-β-D-glucopyranoside]-Gly-OH 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:

3-carboxypropyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-O-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside (246516-48-3) → Z-Lys[3-carbamidopropyl O-(β-D-galactopyranosyl)-(1->4)-O-2-acetamido-2-deoxy-β-D-glucopyranoside]-Gly-OH (246516-46-1)

Guidance literature:

Multi-step reaction with 5 steps

1: DCC / dimethylformamide / 12 h / 20 °C

2: Et₃N / dimethylformamide / 12 h / 20 °C

3: 83.2 percent / DPPA; Et₃N / dimethylformamide / 22 h / 20 °C

4: NaOMe; MeOH / 5 h / 20 °C

5: 1 M aq. NaOH / 5 h / 20 °C

With methanol; sodium hydroxide; diphenyl-phosphinic acid; sodium methylate; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/jm000295r

Reference yield:

((S)-6-{4-[(2R,3R,4R,5S,6R)-4-Acetoxy-6-acetoxymethyl-3-acetylamino-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-butyrylamino}-2-benzyloxycarbonylamino-hexanoylamino)-acetic acid → Z-Lys[3-carbamidopropyl O-(β-D-galactopyranosyl)-(1->4)-O-2-acetamido-2-deoxy-β-D-glucopyranoside]-Gly-OH (246516-46-1)

Guidance literature:

With sodium hydroxide; Dowex 50W-X₈; water; at 20 ℃;

DOI:10.1039/a904362d

Reference yield:

((S)-6-{4-[(2R,3R,4R,5S,6R)-3-Acetylamino-4-hydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-butyrylamino}-2-benzyloxycarbonylamino-hexanoylamino)-acetic acid benzyl ester → Z-Lys[3-carbamidopropyl O-(β-D-galactopyranosyl)-(1->4)-O-2-acetamido-2-deoxy-β-D-glucopyranoside]-Gly-OH (246516-46-1)

Guidance literature:

With sodium hydroxide; at 20 ℃; for 5h;

DOI:10.1021/jm000295r

upstream raw materials:

3-carboxypropyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-O-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

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