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

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Chemical Name:N-((1S,5S)-5-((4-methoxybenzyloxy)methoxy)-1-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide
CAS No.:1362209-58-2
Molecular Formula:C₃₃H₄₆Cl₃NO₅Si
Molecular Weight:671.176
Hs Code.:

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

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Chemical Property of N-((1S,5S)-5-((4-methoxybenzyloxy)methoxy)-1-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide

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Technology Process of N-((1S,5S)-5-((4-methoxybenzyloxy)methoxy)-1-((R)-3-(tert-butyldimethylsilyloxy)-5-phenylpentyl)cyclopent-2-en-1-yl)-2,2,2-trichloroacetamide

There total 12 articles about N-((1S,5S)-5-((4-methoxybenzyloxy)methoxy)-1-((R)-3-(tert-butyldimethylsilyloxy)-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:

: 1362209-56-0
C₃₃H₄₆Cl₃NO₅Si

: 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

Guidance literature:: With potassium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; at 170 ℃; for 0.333333h; stereoselective reaction;
DOI:10.1021/ol300431n

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 7 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

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutyl ammonium fluoride; potassium carbonate; 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; 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

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

Guidance literature:: Multi-step reaction with 4 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

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