N₁-(3-(2-acrylamido-5-(4-(2-(3-hydroxyphenyl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-1,2,3,6-tetrahydropyridine-1-carbonyl)phenoxy)propyl)-N₅-(15-oxo-19-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide

Base Information

• Chemical Name: N₁-(3-(2-acrylamido-5-(4-(2-(3-hydroxyphenyl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-1,2,3,6-tetrahydropyridine-1-carbonyl)phenoxy)propyl)-N₅-(15-oxo-19-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide
• CAS No.: 1276109-47-7
• Molecular Formula: C₅₉H₇₈N₁₀O₁₂S₂
• Molecular Weight: 1183.46

Synonyms:N₁-(3-(2-acrylamido-5-(4-(2-(3-hydroxyphenyl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-1,2,3,6-tetrahydropyridine-1-carbonyl)phenoxy)propyl)-N₅-(15-oxo-19-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide

Chemical Property of N₁-(3-(2-acrylamido-5-(4-(2-(3-hydroxyphenyl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-1,2,3,6-tetrahydropyridine-1-carbonyl)phenoxy)propyl)-N₅-(15-oxo-19-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of N₁-(3-(2-acrylamido-5-(4-(2-(3-hydroxyphenyl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-1,2,3,6-tetrahydropyridine-1-carbonyl)phenoxy)propyl)-N₅-(15-oxo-19-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide

There total 13 articles about N₁-(3-(2-acrylamido-5-(4-(2-(3-hydroxyphenyl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-1,2,3,6-tetrahydropyridine-1-carbonyl)phenoxy)propyl)-N₅-(15-oxo-19-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide 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:

C25H44N4O8S (1276110-73-6) + N-(2-(3-aminopropoxy)-4-(4-(2-(3-hydroxyphenyl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-1,2,3,6-tetrahydropyridine-1-carbonyl)phenyl)acrylamide trifluoroacetate (1276109-94-4) → N1-(3-(2-acrylamido-5-(4-(2-(3-hydroxyphenyl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-1,2,3,6-tetrahydropyridine-1-carbonyl)phenoxy)propyl)-N5-(15-oxo-19-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide (1276109-47-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl acetamide;

Reference yield:

methyl 3-hydroxy-4-nitrobenzoate (713-52-0) → N1-(3-(2-acrylamido-5-(4-(2-(3-hydroxyphenyl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-1,2,3,6-tetrahydropyridine-1-carbonyl)phenoxy)propyl)-N5-(15-oxo-19-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide (1276109-47-7)

Guidance literature:

Multi-step reaction with 7 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: hydrogen / palladium 10% on activated carbon / methanol

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / -20 °C

4: sodium hydroxide; water / 1,4-dioxane / 20 °C

5: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl acetamide

6: dichloromethane

7: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl acetamide

With di-isopropyl azodicarboxylate; water; hydrogen; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl acetamide; 1: Mitsunobu reaction;

Reference yield:

2,4-dichlorothieno[3,2-d]pyrimidine (16234-14-3) → N1-(3-(2-acrylamido-5-(4-(2-(3-hydroxyphenyl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-1,2,3,6-tetrahydropyridine-1-carbonyl)phenoxy)propyl)-N5-(15-oxo-19-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide (1276109-47-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: methanol / 1 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 2.5 h / -78 - -40 °C

2.2: 8 h / -78 - 20 °C

3.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / toluene; ethanol; water / 3 h / 40 °C / Inert atmosphere

4.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / toluene; ethanol; water / 3 h / 130 °C / Inert atmosphere

5.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h

6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl acetamide

7.1: dichloromethane

8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl acetamide

With hydrogenchloride; n-butyllithium; sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl acetamide; water; toluene; 3.1: Suzuki Coupling / 4.1: Suzuki Coupling;

upstream raw materials:

methyl 3-hydroxy-4-nitrobenzoate

2,4-dichlorothieno[3,2-d]pyrimidine

2-chloro-4-morpholinothieno[3,2-d]pyrimidine

4-(2-chloro-6-iodothieno[3,2-d]pyrimidin-4-yl)morpholine

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