N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)ethyl)-N-methylcarbamic acid tert-butyl ester

Base Information

• Chemical Name: N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)ethyl)-N-methylcarbamic acid tert-butyl ester
• CAS No.: 202811-21-0
• Molecular Formula: C₂₈H₃₄N₂O₃S
• Molecular Weight: 478.656

Synonyms:N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)ethyl)-N-methylcarbamic acid tert-butyl ester

Chemical Property of N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)ethyl)-N-methylcarbamic acid tert-butyl ester

Chemical Property:

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Technology Process of N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)ethyl)-N-methylcarbamic acid tert-butyl ester

There total 1 articles about N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)ethyl)-N-methylcarbamic acid tert-butyl ester 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:

N-methyl-N-(2-(thien-2-yl)ethyl)amine (106891-32-1) + (2R)-3-(1,1'-biphenyl-4-yl)-2-(N-tert-butoxycarbonyl-N-methylamino)propionic acid (193085-61-9) → N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)ethyl)-N-methylcarbamic acid tert-butyl ester (202811-21-0)

Guidance literature:

(2R)-3-(1,1'-biphenyl-4-yl)-2-(N-tert-butoxycarbonyl-N-methylamino)propionic acid; With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃;

N-methyl-N-(2-(thien-2-yl)ethyl)amine; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/S0223-5234(00)00160-4

Reference yield:

N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)ethyl)-N-methylcarbamic acid tert-butyl ester (202811-21-0) → (E)-5-Amino-5-methyl-hex-2-enoic acid {(R)-2-biphenyl-4-yl-1-[methyl-(2-thiophen-2-yl-ethyl)-carbamoyl]-ethyl}-methyl-amide

Guidance literature:

Multi-step reaction with 3 steps

1.1: CF₃COOH / CH₂Cl₂ / 0 °C

2.1: 1-hydroxy-7-azabenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 0 °C

2.2: iPr₂NEt / CH₂Cl₂; dimethylformamide / 0 - 20 °C

3.1: 152 mg / CF₃COOH / CH₂Cl₂ / 20 °C

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; 1.1: solvolysis / 2.1: Addition / 2.2: Condensation / 3.1: solvolysis;

DOI:10.1016/S0223-5234(00)00160-4

Reference yield:

N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)ethyl)-N-methylcarbamic acid tert-butyl ester (202811-21-0) → (3E)-4-(N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(thien-2-yl)ethyl)carbamoyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enylcarbamic acid tert-butyl ester (202811-23-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CF₃COOH / CH₂Cl₂ / 0 °C

2.1: 1-hydroxy-7-azabenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 0 °C

2.2: iPr₂NEt / CH₂Cl₂; dimethylformamide / 0 - 20 °C

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; 1.1: solvolysis / 2.1: Addition / 2.2: Condensation;

DOI:10.1016/S0223-5234(00)00160-4

upstream raw materials:

N-methyl-N-(2-(thien-2-yl)ethyl)amine

(2R)-3-(1,1'-biphenyl-4-yl)-2-(N-tert-butoxycarbonyl-N-methylamino)propionic acid

Downstream raw materials:

(3E)-4-(N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(thien-2-yl)ethyl)carbamoyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enylcarbamic acid tert-butyl ester

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