(1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}amide

Base Information

• Chemical Name: (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}amide
• CAS No.: 1286280-80-5
• Molecular Formula: C₃₀H₃₂N₂O₄S
• Molecular Weight: 516.661
• Mol file: 1286280-80-5.mol

Synonyms:(1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}amide

Chemical Property of (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}amide

There total 7 articles about (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}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: 68.0%

phthalimide (136918-14-4,85-41-6) + (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-hydroxy-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}amide (1286280-35-0) → (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}amide (1286280-80-5)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 4h;

Reference yield:

[(R)-1-(4-benzyloxy-2-methyl-phenyl)-2-hydroxy-ethyl]carbamic acid tert-butyl ester (1286280-57-6) → (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}amide (1286280-80-5)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogen / palladium on carbon / methanol / 2 h

2: potassium carbonate / N,N-dimethyl-formamide / 50 °C

3: acetyl chloride; methanol / 4 h / 0 °C

4: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 °C

5: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 4 h / 0 - 20 °C

With methanol; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; acetyl chloride; triphenylphosphine; 1,1'-carbonyldiimidazole; palladium on carbon; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 5: Mitsunobu reaction;

Reference yield:

4-benzyloxy-2-methyl-1-vinyl-benzene (1286280-56-5) → (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}amide (1286280-80-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydroxide; tert-butylhypochlorite / propan-1-ol / 0.13 h / 20 °C

1.2: 0.13 h / 0 °C

1.3: 1.5 h / 0 °C

2.1: hydrogen / palladium on carbon / methanol / 2 h

3.1: potassium carbonate / N,N-dimethyl-formamide / 50 °C

4.1: acetyl chloride; methanol / 4 h / 0 °C

5.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 °C

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 4 h / 0 - 20 °C

With methanol; tert-butylhypochlorite; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; acetyl chloride; triphenylphosphine; 1,1'-carbonyldiimidazole; sodium hydroxide; palladium on carbon; In tetrahydrofuran; methanol; propan-1-ol; N,N-dimethyl-formamide; 6.1: Mitsunobu reaction;

upstream raw materials:

phthalimide

(1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-hydroxy-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}amide

4-benzyloxy-2-methyl-1-vinyl-benzene

[(R)-1-(4-benzyloxy-2-methyl-phenyl)-2-hydroxy-ethyl]carbamic acid tert-butyl ester

Downstream raw materials:

(1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-amino-1-[2-methyl-4-((S)-2-methyl-butoxy)phenyl]ethyl}amide