trans-5-[((1R,2S)-1-tert-butoxycarbonyl-1-vinylcyclopropyl)carbamoyl]-3-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-enecarboxylic acid methyl ester

Base Information

Chemical Name:trans-5-[((1R,2S)-1-tert-butoxycarbonyl-1-vinylcyclopropyl)carbamoyl]-3-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-enecarboxylic acid methyl ester
CAS No.:862174-39-8
Molecular Formula:C₃₄H₃₆N₂O₇
Molecular Weight:584.669
Hs Code.:

trans-5-[((1R,2S)-1-tert-butoxycarbonyl-1-vinylcyclopropyl)carbamoyl]-3-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-enecarboxylic acid methyl ester

Synonyms:trans-5-[((1R,2S)-1-tert-butoxycarbonyl-1-vinylcyclopropyl)carbamoyl]-3-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-enecarboxylic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of trans-5-[((1R,2S)-1-tert-butoxycarbonyl-1-vinylcyclopropyl)carbamoyl]-3-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-enecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of trans-5-[((1R,2S)-1-tert-butoxycarbonyl-1-vinylcyclopropyl)carbamoyl]-3-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-enecarboxylic acid methyl ester

There total 8 articles about trans-5-[((1R,2S)-1-tert-butoxycarbonyl-1-vinylcyclopropyl)carbamoyl]-3-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-enecarboxylic acid methyl 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: 78.0%

: 862174-36-5
cis-5-[((1R,2S)-1-tert-butoxycarbonyl-2-vinylcyclopropyl)carbamoyl]-3-hydroxycyclopent-1-enecarboxylic acid methyl ester

: 20430-72-2,189816-04-4
7-methoxy-2-phenylquinolin-4-ol

: 862174-39-8
trans-5-[((1R,2S)-1-tert-butoxycarbonyl-1-vinylcyclopropyl)carbamoyl]-3-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-enecarboxylic acid methyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; cooling;
DOI:10.1016/j.bmc.2006.10.044

Reference yield:

: 746657-36-3,213316-32-6,259221-73-3
(1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate

: 862174-39-8
trans-5-[((1R,2S)-1-tert-butoxycarbonyl-1-vinylcyclopropyl)carbamoyl]-3-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / LiOH / H₂O; dioxane / 24 h / 0 °C

2: 75 percent / NaHCO₃ / H₂O; dioxane / 0 - 20 °C

3: 76 percent / CH₂Cl₂ / 48 h / 50 °C

4: 22 percent / piperidine / dimethylformamide / 1 h / 0 °C

5: O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; ethyldiisopropylamine / dimethylformamide / cooling

6: 78 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / cooling

With piperidine; lithium hydroxide; di-isopropyl azodicarboxylate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.10.044

Reference yield:

: 1044560-99-7
4-hydroxycyclopent-2-ene-1,2-dicarboxylic acid dimethyl ester

: 862174-39-8
trans-5-[((1R,2S)-1-tert-butoxycarbonyl-1-vinylcyclopropyl)carbamoyl]-3-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 31 percent / aq. LiOH / dioxane / 2.5 h / cooling

2: O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; ethyldiisopropylamine / dimethylformamide / cooling

3: 78 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / cooling

With lithium hydroxide; di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.10.044