N-((1S,5S)-5-((p-methoxybenzyloxy)methoxy)-1-((R)-3-hydroxy-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide

Base Information

Chemical Name:N-((1S,5S)-5-((p-methoxybenzyloxy)methoxy)-1-((R)-3-hydroxy-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide
CAS No.:1362209-61-7
Molecular Formula:C₂₇H₃₂Cl₃NO₅
Molecular Weight:556.914
Hs Code.:

Synonyms:N-((1S,5S)-5-((p-methoxybenzyloxy)methoxy)-1-((R)-3-hydroxy-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide

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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 N-((1S,5S)-5-((p-methoxybenzyloxy)methoxy)-1-((R)-3-hydroxy-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide

Chemical Property:

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

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Technology Process of N-((1S,5S)-5-((p-methoxybenzyloxy)methoxy)-1-((R)-3-hydroxy-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide

There total 13 articles about N-((1S,5S)-5-((p-methoxybenzyloxy)methoxy)-1-((R)-3-hydroxy-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide 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: 82.0%

: 1362209-58-2
N-((1S,5S)-5-((4-methoxybenzyloxy)methoxy)-1-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide

: 1362209-61-7
N-((1S,5S)-5-((p-methoxybenzyloxy)methoxy)-1-((R)-3-hydroxy-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide

Guidance literature:: With pyridine hydrogenfluoride; In acetonitrile; at 20 ℃; for 1h;
DOI:10.1021/ol300431n

Reference yield:

: 189104-95-8
(1R,4S)-4-(tert-butyldimethylsilyloxy)-2-iodocyclopent-2-enol

: 1362209-61-7
N-((1S,5S)-5-((p-methoxybenzyloxy)methoxy)-1-((R)-3-hydroxy-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide

Guidance literature:: Multi-step reaction with 8 steps

1: triphenylphosphine; diethylazodicarboxylate / toluene / 18 h / -30 °C

2: sodium hydroxide / tetrahydrofuran; methanol; water / 0.5 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / dichloromethane; toluene / 3.5 h / 90 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C

5: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide / tetrahydrofuran / 2 h / 20 °C

6: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / -30 - -10 °C

7: potassium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 0.33 h / 170 °C

8: pyridine hydrogenfluoride / acetonitrile / 1 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutyl ammonium fluoride; potassium carbonate; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; water; toluene; acetonitrile; 1: Mitsunobu reaction / 5: Suzuki-Miyaura coupling / 7: Overman rearrangement;
DOI:10.1021/ol300431n

Reference yield:

: 1287305-45-6
(R)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene

: 1362209-61-7
N-((1S,5S)-5-((p-methoxybenzyloxy)methoxy)-1-((R)-3-hydroxy-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 4 h / 20 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide / tetrahydrofuran / 2 h / 20 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / -30 - -10 °C

4: potassium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 0.33 h / 170 °C

5: pyridine hydrogenfluoride / acetonitrile / 1 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; acetonitrile; 2: Suzuki-Miyaura coupling / 4: Overman rearrangement;
DOI:10.1021/ol300431n