Trans-N-Boc-2-(4-chlorophenyl)-3-(isopropylamino) acrylic acid

Base Information

• Chemical Name: Trans-N-Boc-2-(4-chlorophenyl)-3-(isopropylamino) acrylic acid
• CAS No.: 1489004-27-4
• Molecular Formula: C₁₇H₂₂ClNO₄
• Molecular Weight: 339.819
• Mol file: 1489004-27-4.mol

Synonyms:Trans-N-Boc-2-(4-chlorophenyl)-3-(isopropylamino) acrylic acid;(E)-3-((tert-Butoxycarbonyl)(isopropyl)amino)-2-(4-chlorophenyl)acrylic acid

Chemical Property of Trans-N-Boc-2-(4-chlorophenyl)-3-(isopropylamino) acrylic acid

Chemical Property:

• Boiling Point: 437.0±45.0 °C(Predicted)
• PKA: 6.56±0.70(Predicted)
• Density: 1.198±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Water Solubility.: 18.3mg/L at 20℃

Purity/Quality:

99.9% ^*data from raw suppliers

(E)-3-((tert-Butoxycarbonyl)(isopropyl)amino)-2-(4-chlorophenyl)acrylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of Trans-N-Boc-2-(4-chlorophenyl)-3-(isopropylamino) acrylic acid

There total 6 articles about Trans-N-Boc-2-(4-chlorophenyl)-3-(isopropylamino) acrylic acid 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: 90.5%

ethyl (E)-3-[(tert-butoxycarbonyl)(isopropyl)amino]-2-(4-chlorophenyl)acrylate (1489004-24-1) → (E)-3-((tert-butoxycarbonyl)(isopropyl)amino)-2-(4-chlorophenyl)acrylic acid (1489004-27-4)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 20 - 45 ℃; for 2.5h; Large scale;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (E)-3-((tert-butoxycarbonyl)(isopropyl)amino)-2-(4-chlorophenyl)acrylic acid (1489004-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; dmap / N,N-dimethyl-formamide / 30 h / 60 - 65 °C / Large scale

2: water; sodium hydroxide / ethanol / 2.5 h / 20 - 45 °C / Large scale

With dmap; water; triethylamine; sodium hydroxide; In ethanol; N,N-dimethyl-formamide;

Reference yield:

4-chloro-benzeneacetic acid, ethyl ester (14062-24-9) → (E)-3-((tert-butoxycarbonyl)(isopropyl)amino)-2-(4-chlorophenyl)acrylic acid (1489004-27-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium tert-butylate / tert-butyl methyl ether / 1.5 h / 0 - 10 °C / Large scale

1.2: 0.5 h / 0 - 10 °C / pH 2 / Large scale

2.1: acetic acid / 3 h / 0 - 10 °C / Large scale

3.1: triethylamine; dmap / N,N-dimethyl-formamide / 30 h / 60 - 65 °C / Large scale

4.1: water; sodium hydroxide / ethanol / 2.5 h / 20 - 45 °C / Large scale

With dmap; potassium tert-butylate; water; acetic acid; triethylamine; sodium hydroxide; In ethanol; tert-butyl methyl ether; N,N-dimethyl-formamide;

upstream raw materials:

di-tert-butyl dicarbonate

ethyl (E)-3-[(tert-butoxycarbonyl)(isopropyl)amino]-2-(4-chlorophenyl)acrylate

4-chloro-benzeneacetic acid, ethyl ester

ethyl α-formyl-4-chlorophenylacetate

Downstream raw materials:

(S)-3-((tert-butoxycarbonyl)(isopropyl)amino)-2-(4-chlorophenyl)propionic acid

tert-butyl ((S)-2-(4-chlorophenyl)-3-(4-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-3-oxopropyl)(isopropyl)carbamate

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