4-{2-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-carbamoyl]-ethyl}-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionylamino]-heptanedioic acid bis-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-amide]

Base Information

• Chemical Name: 4-{2-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-carbamoyl]-ethyl}-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionylamino]-heptanedioic acid bis-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-amide]
• CAS No.: 905858-81-3
• Molecular Formula: C₆₆H₇₂N₈O₁₂
• Molecular Weight: 1169.34

Synonyms:4-{2-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-carbamoyl]-ethyl}-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionylamino]-heptanedioic acid bis-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-amide]

Chemical Property of 4-{2-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-carbamoyl]-ethyl}-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionylamino]-heptanedioic acid bis-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-amide]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 4-{2-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-carbamoyl]-ethyl}-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionylamino]-heptanedioic acid bis-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-amide]

There total 4 articles about 4-{2-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-carbamoyl]-ethyl}-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionylamino]-heptanedioic acid bis-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-amide] 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:

4-(2-tert-butoxycarboxyethyl)-4-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)propionylamino]heptanedioic acid di-tert-butyl ester (905858-79-9) → 4-{2-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-carbamoyl]-ethyl}-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionylamino]-heptanedioic acid bis-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-amide] (905858-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCOOH / 20 °C

2: 1,3-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / dimethylformamide / 48 h

With formic acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/jm0600949

Reference yield:

3-phthalimidopropanoic acid (3339-73-9) → 4-{2-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-carbamoyl]-ethyl}-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionylamino]-heptanedioic acid bis-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-amide] (905858-81-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / 1,3-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / dimethylformamide / 24 h / 20 °C

2: aq. HCOOH / 20 °C

3: 1,3-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / dimethylformamide / 48 h

With formic acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/jm0600949

Reference yield:

N-ethoxycarbonylphthalimide (22509-74-6) → 4-{2-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-carbamoyl]-ethyl}-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionylamino]-heptanedioic acid bis-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-amide] (905858-81-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / aq. Na₂CO₃ / 0.5 h

2: 66 percent / 1,3-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / dimethylformamide / 24 h / 20 °C

3: aq. HCOOH / 20 °C

4: 1,3-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / dimethylformamide / 48 h

With formic acid; sodium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/jm0600949

upstream raw materials:

4-(2-carboxyethyl)-4-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)propionylamino]heptanedioic acid

2-(aminomethyl)-1,6-dimethyl-3-(phenylmethoxy)-4(1H)-pyridinone

4-(2-tert-butoxycarboxyethyl)-4-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)propionylamino]heptanedioic acid di-tert-butyl ester

3-phthalimidopropanoic acid

Downstream raw materials:

4-(3-amino-propionylamino)-4-{2-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-carbamoyl]-ethyl}-heptanedioic acid bis-[(3-benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridin-2-ylmethyl)-amide]

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