(1R,2S)-1-{[(1R,2R,4R)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-2-(hex-5-enyl-methyl-carbamoyl)-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester

Base Information

Chemical Name:(1R,2S)-1-{[(1R,2R,4R)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-2-(hex-5-enyl-methyl-carbamoyl)-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester
CAS No.:923275-32-5
Molecular Formula:C₃₈H₄₅FN₄O₆
Molecular Weight:672.797
Hs Code.:

(1R,2S)-1-{[(1R,2R,4R)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-2-(hex-5-enyl-methyl-carbamoyl)-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester

Synonyms:(1R,2S)-1-{[(1R,2R,4R)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-2-(hex-5-enyl-methyl-carbamoyl)-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester

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Chemical Property of (1R,2S)-1-{[(1R,2R,4R)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-2-(hex-5-enyl-methyl-carbamoyl)-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester

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Technology Process of (1R,2S)-1-{[(1R,2R,4R)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-2-(hex-5-enyl-methyl-carbamoyl)-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester

There total 11 articles about (1R,2S)-1-{[(1R,2R,4R)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-2-(hex-5-enyl-methyl-carbamoyl)-cyclopentanecarbonyl]-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: 76.0%

: 862175-17-5
N-methylhex-5-en-1-amine hydrochloride

: 923275-31-4
(1R,2R,4R)-2-((1R,2S)-1-ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-cyclopentanecarboxylic acid

: 923275-32-5
(1R,2S)-1-{[(1R,2R,4R)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-2-(hex-5-enyl-methyl-carbamoyl)-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3.16667h;

Reference yield:

: 923275-31-4
(1R,2R,4R)-2-((1R,2S)-1-ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-cyclopentanecarboxylic acid

: 55863-02-0
N-methylhex-5-en-1-amine

: 923275-32-5
(1R,2S)-1-{[(1R,2R,4R)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-2-(hex-5-enyl-methyl-carbamoyl)-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester

Guidance literature:: With 2-(1H-9-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/j.bmcl.2010.05.029

Reference yield:

: 862174-60-5
(1R,4R,5R)-3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid

: 923275-32-5
(1R,2S)-1-{[(1R,2R,4R)-4-[2-(3-fluoro-phenyl)-7-methoxy-8-methyl-quinazolin-4-yloxy]-2-(hex-5-enyl-methyl-carbamoyl)-cyclopentanecarbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: dmap / dichloromethane / 0 - 20 °C

2: lithium hydroxide; water / 1,4-dioxane / 0.75 h / 0 °C

3: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C

4: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 18 h / 20 °C

5: triethylsilane; water; trifluoroacetic acid / dichloromethane / 0.5 h

6: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3.17 h / 0 - 20 °C

With triethylsilane; dmap; lithium hydroxide; di-isopropyl azodicarboxylate; water; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 4: Mitsunobu reaction;