N¹-(3-(4-((4-((2-acrylamidophenyl)amino)-5-chloropyrimidin-2-yl)amino)-2-carbamoyl-5-methylphenoxy)propyl)-N⁵-(15-oxo-19-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide

Base Information

• Chemical Name: N¹-(3-(4-((4-((2-acrylamidophenyl)amino)-5-chloropyrimidin-2-yl)amino)-2-carbamoyl-5-methylphenoxy)propyl)-N⁵-(15-oxo-19-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide
• CAS No.: 1622001-87-9
• Molecular Formula: C₄₉H₆₈ClN₁₁O₁₀S
• Molecular Weight: 1038.67

Synonyms:N¹-(3-(4-((4-((2-acrylamidophenyl)amino)-5-chloropyrimidin-2-yl)amino)-2-carbamoyl-5-methylphenoxy)propyl)-N⁵-(15-oxo-19-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide

Chemical Property of N¹-(3-(4-((4-((2-acrylamidophenyl)amino)-5-chloropyrimidin-2-yl)amino)-2-carbamoyl-5-methylphenoxy)propyl)-N⁵-(15-oxo-19-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide

Chemical Property:

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Technology Process of N¹-(3-(4-((4-((2-acrylamidophenyl)amino)-5-chloropyrimidin-2-yl)amino)-2-carbamoyl-5-methylphenoxy)propyl)-N⁵-(15-oxo-19-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide

There total 7 articles about N¹-(3-(4-((4-((2-acrylamidophenyl)amino)-5-chloropyrimidin-2-yl)amino)-2-carbamoyl-5-methylphenoxy)propyl)-N⁵-(15-oxo-19-((3aS,4S,6aR)-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:

5,21-dioxo-25-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-10,13,16-trioxa-6,20-diazapentacosan-1-oic acid + C24H26ClN7O3 (1622003-42-2) → N1-(3-(4-((4-((2-acrylamidophenyl)amino)-5-chloropyrimidin-2-yl)amino)-2-carbamoyl-5-methylphenoxy)propyl)-N5-(15-oxo-19-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide (1622001-87-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl acetamide; acetonitrile; at 20 ℃; for 0.166667h;

Reference yield:

tert-butyl (3-(4-amino-2-carbamoyl-5-methylphenoxy)propyl)carbamate (1622003-40-0) → N1-(3-(4-((4-((2-acrylamidophenyl)amino)-5-chloropyrimidin-2-yl)amino)-2-carbamoyl-5-methylphenoxy)propyl)-N5-(15-oxo-19-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide (1622001-87-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate; tert-Amyl alcohol; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos / water / 2 h / 100 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 0.25 h

3: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl acetamide; acetonitrile / 0.17 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-Amyl alcohol; sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; DavePhos; In dichloromethane; N,N-dimethyl acetamide; water; acetonitrile;

Reference yield:

N-(2-aminophenyl)acrylamide trifluoroacetate → N1-(3-(4-((4-((2-acrylamidophenyl)amino)-5-chloropyrimidin-2-yl)amino)-2-carbamoyl-5-methylphenoxy)propyl)-N5-(15-oxo-19-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)glutaramide (1622001-87-9)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 16 h / 20 °C

2: sodium carbonate; tert-Amyl alcohol; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos / water / 2 h / 100 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 0.25 h

4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl acetamide; acetonitrile / 0.17 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-Amyl alcohol; sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; DavePhos; In 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl acetamide; water; acetonitrile;

upstream raw materials:

tert-butyl (3-(4-amino-2-carbamoyl-5-methylphenoxy)propyl)carbamate

C₂₄H₂₆ClN₇O₃

N-(2-(2,5-dichloropyrimidin-4-ylamino)phenyl)acrylamide

2-fluoro-4-methyl-5-nitrobenzamide

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