(4E,6E)-(2R,3S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienal

Base Information

Chemical Name:(4E,6E)-(2R,3S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienal
CAS No.:443791-86-4
Molecular Formula:C₂₅H₅₀O₃Si₂
Molecular Weight:454.841
Hs Code.:

Synonyms:(4E,6E)-(2R,3S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienal

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Chemical Property of (4E,6E)-(2R,3S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienal

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Technology Process of (4E,6E)-(2R,3S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienal

There total 1 articles about (4E,6E)-(2R,3S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienal 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:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 443791-86-4
(4E,6E)-(2R,3S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienal

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 0 °C

2: 94 percent / DIBAL-H / tetrahydrofuran / -78 °C

With diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(02)00536-1

Reference yield:

: 443791-86-4
(4E,6E)-(2R,3S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienal

: 3-benzoyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethyl-1-triisopropylsilanyloxy-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: NaHCO₃ / NiCl₂; CrCl₂ / tetrahydrofuran / 20 °C

2: 42 percent / BHT / toluene / 24 h / 80 °C

3: 73 percent / DMAP / CH₂Cl₂ / 20 °C

With dmap; 2,6-di-tert-butyl-4-methyl-phenol; sodium hydrogencarbonate; chromium dichloride; nickel dichloride; In tetrahydrofuran; dichloromethane; toluene; 1: Kishi-Nozaki reaction / 2: intramolecular Diels-Alder reaction;
DOI:10.1016/S0040-4039(02)00536-1

Reference yield:

: 443791-86-4
(4E,6E)-(2R,3S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienal

: (1S,2S,3R,3aR,4R,5S,7aS)-3-Benzoyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethyl-1-triisopropylsilanyloxy-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: NaHCO₃ / NiCl₂; CrCl₂ / tetrahydrofuran / 20 °C

2: 49 percent / BHT / toluene / 24 h / 80 °C

3: 64 percent / DMAP / 1,2-dichloro-ethane / Heating

With dmap; 2,6-di-tert-butyl-4-methyl-phenol; sodium hydrogencarbonate; chromium dichloride; nickel dichloride; In tetrahydrofuran; 1,2-dichloro-ethane; toluene; 1: Kishi-Nozaki reaction / 2: intramolecular Diels-Alder reaction;
DOI:10.1016/S0040-4039(02)00536-1