(5E,7E)-(3S)-3β-t-butyldimethylsilyloxy-9,10-secocholesta-5,7,10(19)-trien-1α-yl 3-butenoate

Base Information

Chemical Name:(5E,7E)-(3S)-3β-t-butyldimethylsilyloxy-9,10-secocholesta-5,7,10(19)-trien-1α-yl 3-butenoate
CAS No.:881032-35-5
Molecular Formula:C₃₇H₆₂O₃Si
Molecular Weight:582.983
Hs Code.:

Synonyms:(5E,7E)-(3S)-3β-t-butyldimethylsilyloxy-9,10-secocholesta-5,7,10(19)-trien-1α-yl 3-butenoate

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Chemical Property of (5E,7E)-(3S)-3β-t-butyldimethylsilyloxy-9,10-secocholesta-5,7,10(19)-trien-1α-yl 3-butenoate

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Technology Process of (5E,7E)-(3S)-3β-t-butyldimethylsilyloxy-9,10-secocholesta-5,7,10(19)-trien-1α-yl 3-butenoate

There total 1 articles about (5E,7E)-(3S)-3β-t-butyldimethylsilyloxy-9,10-secocholesta-5,7,10(19)-trien-1α-yl 3-butenoate 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: 85.0%

: 625-38-7
but-3-enoic acid

: (1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-[2-[(1R,3aS,7aR)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-2-methylene-cyclohexanol

: 881032-35-5
(5E,7E)-(3S)-3β-t-butyldimethylsilyloxy-9,10-secocholesta-5,7,10(19)-trien-1α-yl 3-butenoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1021/ol052856k

Reference yield:

: 881032-35-5
(5E,7E)-(3S)-3β-t-butyldimethylsilyloxy-9,10-secocholesta-5,7,10(19)-trien-1α-yl 3-butenoate

: 881032-39-9
(5E,7E)-(3S)-3β-t-butyldimethylsilyloxy-19-(2-hydroxyethyl)-9,10-secocholesta-5,7,10(19)-trien-1α-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / Hoveyda second generation catalyst / toluene / 4 h / 80 °C

2: 98 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 20 °C

With lithium aluminium tetrahydride; Hoveyda-Grubbs catalyst second generation; In tetrahydrofuran; toluene;
DOI:10.1016/j.steroids.2007.03.005

Reference yield:

: 881032-35-5
(5E,7E)-(3S)-3β-t-butyldimethylsilyloxy-9,10-secocholesta-5,7,10(19)-trien-1α-yl 3-butenoate

: (5Z,7E)-(3S)-3β-t-butyldimethylsilyloxy-19-(2-hydroxyethyl)-9,10-secocholesta-5,7,10(19)-trien-1α-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / Hoveyda second generation catalyst / toluene / 4 h / 80 °C

2: 98 percent / LAH / tetrahydrofuran / 1 h / 0 - 5 °C

3: 50 percent / anthracene / benzene / 0 - 5 °C / UV-irradiation

With lithium aluminium tetrahydride; anthracene; Hoveyda-Grubbs catalyst second generation; In tetrahydrofuran; toluene; benzene; 1: ring-closing olefin metathesis;
DOI:10.1021/ol052856k