(1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid

Base Information

• Chemical Name: (1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid
• CAS No.: 923274-43-5
• Molecular Formula: C₃₄H₃₈N₄O₅
• Molecular Weight: 582.7
• Mol file: 923274-43-5.mol

Synonyms:(1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid

Chemical Property of (1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid

There total 8 articles about (1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic 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: 49.0%

(1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester (923274-42-4) → (1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid (923274-43-5)

Guidance literature:

(1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester; With lithium hydroxide; water; In N,N-dimethyl-formamide; at 130 ℃; for 1h; Microwave irradiation;

With hydrogenchloride; water; In N,N-dimethyl-formamide; pH=1;

Reference yield:

(1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-hydroxy-cyclopentanecarbonyl]-amino}-2-enyl-cyclopropane carboxylic acid ethyl ester (923274-41-3) + 4-chloro-2-phenylquinazoline (6484-25-9) → (1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid (923274-43-5) + (1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester (923274-42-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2010.05.029

Reference yield:

(1R,4R,5R)-3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid (862174-60-5) → (1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid (923274-43-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 1 h / 20 °C

2.1: water / 0.68 h / 100 °C / Microwave irradiation

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

4.2: 2.5 h / 0 - 20 °C

5.1: lithium hydroxide; water / N,N-dimethyl-formamide / 1 h / 130 °C / Microwave irradiation

5.2: pH 1

With lithium hydroxide; water; sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

(1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-(2-phenyl-quinazolin-4-yloxy)-cyclo-pentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester

(1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-hydroxy-cyclopentanecarbonyl]-amino}-2-enyl-cyclopropane carboxylic acid ethyl ester

4-chloro-2-phenylquinazoline

(1R,4R,5R)-3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid

Downstream raw materials:

(1R,2R,4R)-4-(2-phenyl-quinazolin-4-yloxy)-cyclopentane-1,2-dicarboxylic acid 1-[((1R,2S)-1 cyclo-propanesulfonecarbonyl-2-vinylcyclopropyl)-amide] 2-(hex-5-enylmethylamide)