Albicidin

Base Information

• Chemical Name: Albicidin
• CAS No.: 96955-97-4
• Molecular Formula: C₄₄H₃₈N₆O₁₂
• Molecular Weight: 842.819
• Mol file: 96955-97-4.mol

Synonyms:

Chemical Property of Albicidin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Albicidin

There total 33 articles about Albicidin 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: 48.0%

(S,E)-allyl 2-(allyloxy)-4-(2-(allyloxy)-4-(4-(2-(4-(3-(4-(allyloxy)phenyl)-2-methylacrylamido)benzamido)-3-cyanopropanamido)benzamido)-3-methoxybenzamido)-3-methoxybenzoate → (S,E)-4-(4-(4-(3-cyano-2-(4-(3-(4-hydroxyphenyl)-2-methylacrylamido)benzamido)propanamido)benzamido)-2-hydroxy-3-methoxybenzamido)-2-hydroxy-3-methoxybenzoic acid (96955-97-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; In tetrahydrofuran; at 20 ℃; for 10h; Inert atmosphere; Darkness;

Reference yield: 26.0%

C56H54N6O12 → ent-albidicin (96955-97-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere; Darkness;

DOI:10.1002/anie.201409584

Reference yield:

2-(allyloxy)-3-methoxy-4-nitrobenzaldehyde → (S,E)-4-(4-(4-(3-cyano-2-(4-(3-(4-hydroxyphenyl)-2-methylacrylamido)benzamido)propanamido)benzamido)-2-hydroxy-3-methoxybenzamido)-2-hydroxy-3-methoxybenzoic acid (96955-97-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogenphosphate / tert-butyl alcohol; water / 3 h / 20 °C / Inert atmosphere

2.1: bis(trichloromethyl) carbonate; 2,4,6-trimethyl-pyridine / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

2.2: 11 h / 20 °C

3.1: tin(II) chloride dihdyrate / ethanol / 1 h / 60 °C / Inert atmosphere

4.1: bis(trichloromethyl) carbonate; 2,4,6-trimethyl-pyridine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4.2: 20 h / 20 °C

5.1: tin(II) chloride dihdyrate / ethanol / 6 h / 60 °C / Inert atmosphere

6.1: bis(trichloromethyl) carbonate; 2,4,6-trimethyl-pyridine / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

6.2: 3 h / 20 °C / Inert atmosphere

7.1: phenylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 10 h / 20 °C / Inert atmosphere; Darkness

With 2,4,6-trimethyl-pyridine; sodium chlorite; sodium dihydrogenphosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-methyl-but-2-ene; tin(II) chloride dihdyrate; bis(trichloromethyl) carbonate; phenylsilane; In tetrahydrofuran; ethanol; water; tert-butyl alcohol;

upstream raw materials:

tert-butyl 4-aminobenzoate

2-hydroxy-3-methoxy-4-nitrobenzaldehyde