2-((1S,2S,4R)-2-((E)-6-(tert-butyldiphenylsilyloxy)-1-phenoxyhex-2-en-3-yl)-4-methyl-2-(triethylsilyloxy)cyclopentyl)-1-(pyrrolidin-1-yl)ethanone

Base Information

Chemical Name:2-((1S,2S,4R)-2-((E)-6-(tert-butyldiphenylsilyloxy)-1-phenoxyhex-2-en-3-yl)-4-methyl-2-(triethylsilyloxy)cyclopentyl)-1-(pyrrolidin-1-yl)ethanone
CAS No.:1384122-59-1
Molecular Formula:C₄₆H₆₇NO₄Si₂
Molecular Weight:754.213
Hs Code.:

2-((1S,2S,4R)-2-((E)-6-(tert-butyldiphenylsilyloxy)-1-phenoxyhex-2-en-3-yl)-4-methyl-2-(triethylsilyloxy)cyclopentyl)-1-(pyrrolidin-1-yl)ethanone

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Chemical Property of 2-((1S,2S,4R)-2-((E)-6-(tert-butyldiphenylsilyloxy)-1-phenoxyhex-2-en-3-yl)-4-methyl-2-(triethylsilyloxy)cyclopentyl)-1-(pyrrolidin-1-yl)ethanone

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Technology Process of 2-((1S,2S,4R)-2-((E)-6-(tert-butyldiphenylsilyloxy)-1-phenoxyhex-2-en-3-yl)-4-methyl-2-(triethylsilyloxy)cyclopentyl)-1-(pyrrolidin-1-yl)ethanone

There total 10 articles about 2-((1S,2S,4R)-2-((E)-6-(tert-butyldiphenylsilyloxy)-1-phenoxyhex-2-en-3-yl)-4-methyl-2-(triethylsilyloxy)cyclopentyl)-1-(pyrrolidin-1-yl)ethanone 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:

: C₄₀H₅₃NO₄Si

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 1384122-59-1
2-((1S,2S,4R)-2-((E)-6-(tert-butyldiphenylsilyloxy)-1-phenoxyhex-2-en-3-yl)-4-methyl-2-(triethylsilyloxy)cyclopentyl)-1-(pyrrolidin-1-yl)ethanone

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo300872y

Reference yield:

: 1384122-53-5
(3aS,5R,6aS)-5-methylhexahydro-2H-cyclopenta[b]furan-2-one

: 1384122-59-1
2-((1S,2S,4R)-2-((E)-6-(tert-butyldiphenylsilyloxy)-1-phenoxyhex-2-en-3-yl)-4-methyl-2-(triethylsilyloxy)cyclopentyl)-1-(pyrrolidin-1-yl)ethanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene / 16 h / 110 °C / Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 0.5 h / 23 °C / Inert atmosphere

3.1: sec.-butyllithium / hexane; tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

3.3: 12 h / 23 °C / Inert atmosphere

4.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; sec.-butyllithium; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/jo300872y

Reference yield:

: 2-((1S,2S,4R)-2-hydroxy-4-methylcyclopentyl)-1-(pyrrolidin-1-yl)ethanone

: 1384122-59-1
2-((1S,2S,4R)-2-((E)-6-(tert-butyldiphenylsilyloxy)-1-phenoxyhex-2-en-3-yl)-4-methyl-2-(triethylsilyloxy)cyclopentyl)-1-(pyrrolidin-1-yl)ethanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: Dess-Martin periodane / dichloromethane / 0.5 h / 23 °C / Inert atmosphere

2.1: sec.-butyllithium / hexane; tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

2.3: 12 h / 23 °C / Inert atmosphere

3.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; sec.-butyllithium; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo300872y