1-ethyl-N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)cyclopentanecarboxamide

Base Information

• Chemical Name: 1-ethyl-N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)cyclopentanecarboxamide
• CAS No.: 1309164-70-2
• Molecular Formula: C₂₈H₃₉N₃O₆S
• Molecular Weight: 545.7
• Mol file: 1309164-70-2.mol

Synonyms:1-ethyl-N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)cyclopentanecarboxamide

Chemical Property of 1-ethyl-N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)cyclopentanecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-ethyl-N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)cyclopentanecarboxamide

There total 7 articles about 1-ethyl-N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)cyclopentanecarboxamide 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:

1-ethylcyclopentanecarboxylic acid chloride + N-(3S-amino-2R-hydroxy-4-phenylbutyl)-N-isobutyl-4-nitro-benzenesulfonamide hydrochloride (251105-80-3) → 1-ethyl-N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)cyclopentanecarboxamide (1309164-70-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 8h; Inert atmosphere;

Reference yield:

cyclopentanecarboxylic acid (3400-45-1) → 1-ethyl-N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)cyclopentanecarboxamide (1309164-70-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid / 6 h / 80 °C

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 1.25 h / -75 - -35 °C / Inert atmosphere

2.2: -75 - 20 °C / Inert atmosphere

3.1: potassium hydroxide; ethanol / 6 h / 80 °C

4.1: thionyl chloride / dichloromethane / 6 h / 20 - 40 °C

5.1: triethylamine / dichloromethane / 8 h / 20 °C / Inert atmosphere

With n-butyllithium; thionyl chloride; ethanol; sulfuric acid; triethylamine; diisopropylamine; potassium hydroxide; In tetrahydrofuran; dichloromethane;

Reference yield:

ethyl cyclopentanecarboxylate (5453-85-0) → 1-ethyl-N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)cyclopentanecarboxamide (1309164-70-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 1.25 h / -75 - -35 °C / Inert atmosphere

1.2: -75 - 20 °C / Inert atmosphere

2.1: potassium hydroxide; ethanol / 6 h / 80 °C

3.1: thionyl chloride / dichloromethane / 6 h / 20 - 40 °C

4.1: triethylamine / dichloromethane / 8 h / 20 °C / Inert atmosphere

With n-butyllithium; thionyl chloride; ethanol; triethylamine; diisopropylamine; potassium hydroxide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

cyclopentanecarboxylic acid

N-(3S-amino-2R-hydroxy-4-phenylbutyl)-N-isobutyl-4-nitro-benzenesulfonamide hydrochloride

[(1S,2R)-3-[(4-nitrophenylsulfonyl)(2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid tert-butyl ester

ethyl cyclopentanecarboxylate