(S)-1-{3-[2-(tert-butyldiphenylsilyloxy)propyl]-1,4,8-trimethoxynaphthalen-2-yl}ethanone

Base Information

Chemical Name:(S)-1-{3-[2-(tert-butyldiphenylsilyloxy)propyl]-1,4,8-trimethoxynaphthalen-2-yl}ethanone
CAS No.:956225-25-5
Molecular Formula:C₃₄H₄₀O₅Si
Molecular Weight:556.774
Hs Code.:

Synonyms:(S)-1-{3-[2-(tert-butyldiphenylsilyloxy)propyl]-1,4,8-trimethoxynaphthalen-2-yl}ethanone

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Chemical Property of (S)-1-{3-[2-(tert-butyldiphenylsilyloxy)propyl]-1,4,8-trimethoxynaphthalen-2-yl}ethanone

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Technology Process of (S)-1-{3-[2-(tert-butyldiphenylsilyloxy)propyl]-1,4,8-trimethoxynaphthalen-2-yl}ethanone

There total 5 articles about (S)-1-{3-[2-(tert-butyldiphenylsilyloxy)propyl]-1,4,8-trimethoxynaphthalen-2-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:

: 956225-26-6
(S,E)-6-(tert-butyldiphenylsilyloxy)hept-3-en-2-one

: 956225-25-5
(S)-1-{3-[2-(tert-butyldiphenylsilyloxy)propyl]-1,4,8-trimethoxynaphthalen-2-yl}ethanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuOK / dimethylsulfoxide / 0.25 h

2.1: TBABr; sodium dithionate / tetrahydrofuran; H₂O / 0.5 h

2.2: 241 mg / NaOH / H₂O / 2 h

With sodium dithionate; potassium tert-butylate; tetrabutylammomium bromide; In tetrahydrofuran; water; dimethyl sulfoxide; 1.1: Hauser-Kraus annulation;
DOI:10.1055/s-2007-983841

Reference yield:

: 956225-28-8
C₂₂H₃₀O₃Si

: 956225-25-5
(S)-1-{3-[2-(tert-butyldiphenylsilyloxy)propyl]-1,4,8-trimethoxynaphthalen-2-yl}ethanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 79 percent / diisobutylaluminum hydride / toluene / 0.25 h / -78 °C

2.1: NaH / tetrahydrofuran / 0.5 h

2.2: 75 percent / tetrahydrofuran / 1 h / 20 °C

3.1: t-BuOK / dimethylsulfoxide / 0.25 h

4.1: TBABr; sodium dithionate / tetrahydrofuran; H₂O / 0.5 h

4.2: 241 mg / NaOH / H₂O / 2 h

With sodium dithionate; potassium tert-butylate; tetrabutylammomium bromide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; water; dimethyl sulfoxide; toluene; 2.2: Horner-Wadsworth-Emmons reaction / 3.1: Hauser-Kraus annulation;
DOI:10.1055/s-2007-983841

Reference yield:

: 364597-23-9
(3S)-3-{[tert-butyl(diphenyl)silyl]oxy}butanal

: 956225-25-5
(S)-1-{3-[2-(tert-butyldiphenylsilyloxy)propyl]-1,4,8-trimethoxynaphthalen-2-yl}ethanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0.5 h

1.2: 75 percent / tetrahydrofuran / 1 h / 20 °C

2.1: t-BuOK / dimethylsulfoxide / 0.25 h

3.1: TBABr; sodium dithionate / tetrahydrofuran; H₂O / 0.5 h

3.2: 241 mg / NaOH / H₂O / 2 h

With sodium dithionate; potassium tert-butylate; tetrabutylammomium bromide; sodium hydride; In tetrahydrofuran; water; dimethyl sulfoxide; 1.2: Horner-Wadsworth-Emmons reaction / 2.1: Hauser-Kraus annulation;
DOI:10.1055/s-2007-983841