(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

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 ethyl ester
• CAS No.: 923274-42-4
• Molecular Formula: C₃₆H₄₂N₄O₅
• Molecular Weight: 610.753
• Mol file: 923274-42-4.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 ethyl ester

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 ethyl ester

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 ethyl ester

There total 7 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 ethyl 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:

(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 ethyl ester (923274-42-4)

Guidance literature:

(1R,2S)-1-{[(1R,2R,4R)-2-(hex-5-enyl-methyl-carbamoyl)-4-hydroxy-cyclopentanecarbonyl]-amino}-2-enyl-cyclopropane carboxylic acid ethyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

4-chloro-2-phenylquinazoline; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.5h;

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 ethyl ester (923274-42-4)

Guidance literature:

Multi-step reaction with 4 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

With 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-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

trans-(3R,4R)-3,4-bis(methoxycarbonyl)cyclopentanol

Downstream 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

(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)