(2E,4R,5S,6E)-4-isopropyl-2-[(R)-N-methyl-S-phenylsulfonimidoyl]-5-(triethylsilyloxy)octa-2,6-dienal

Base Information

Chemical Name:(2E,4R,5S,6E)-4-isopropyl-2-[(R)-N-methyl-S-phenylsulfonimidoyl]-5-(triethylsilyloxy)octa-2,6-dienal
CAS No.:1380215-68-8
Molecular Formula:C₂₄H₃₉NO₃SSi
Molecular Weight:449.73
Hs Code.:

Synonyms:(2E,4R,5S,6E)-4-isopropyl-2-[(R)-N-methyl-S-phenylsulfonimidoyl]-5-(triethylsilyloxy)octa-2,6-dienal

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Chemical Property of (2E,4R,5S,6E)-4-isopropyl-2-[(R)-N-methyl-S-phenylsulfonimidoyl]-5-(triethylsilyloxy)octa-2,6-dienal

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Technology Process of (2E,4R,5S,6E)-4-isopropyl-2-[(R)-N-methyl-S-phenylsulfonimidoyl]-5-(triethylsilyloxy)octa-2,6-dienal

There total 3 articles about (2E,4R,5S,6E)-4-isopropyl-2-[(R)-N-methyl-S-phenylsulfonimidoyl]-5-(triethylsilyloxy)octa-2,6-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: 86.0%

: 918637-17-9
triethyl((1Z,3R,4S,5E)-3-isopropyl-1-[(S)-N-methyl-S-phenylsulfonimidoyl]hepta-1,5-dien-4-yloxy)silane

: 4394-85-8
4-morpholinecarboxaldehyde

: 1380215-68-8
(2E,4R,5S,6E)-4-isopropyl-2-[(R)-N-methyl-S-phenylsulfonimidoyl]-5-(triethylsilyloxy)octa-2,6-dienal

Guidance literature:: triethyl((1Z,3R,4S,5E)-3-isopropyl-1-[(S)-N-methyl-S-phenylsulfonimidoyl]hepta-1,5-dien-4-yloxy)silane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; Inert atmosphere;

4-morpholinecarboxaldehyde; In tetrahydrofuran; hexane; at 0 ℃; for 2h; stereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201103060

Reference yield:

: 918637-15-7
(1Z,3R,4S,5E)-3-isopropyl-1-[(S)-N-methyl-S-phenyl-sulfonimidoyl]-hepta-1,5-dien-4-ol

: 1380215-68-8
(2E,4R,5S,6E)-4-isopropyl-2-[(R)-N-methyl-S-phenylsulfonimidoyl]-5-(triethylsilyloxy)octa-2,6-dienal

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

1.2: 20 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C / Inert atmosphere

2.2: 2 h / 0 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201103060

Reference yield:

: 172748-29-7
(+)-(E,S)-4-methyl-1-(N-methyl-S-phenylsulfonimidoyl)-pent-2-ene

: 1380215-68-8
(2E,4R,5S,6E)-4-isopropyl-2-[(R)-N-methyl-S-phenylsulfonimidoyl]-5-(triethylsilyloxy)octa-2,6-dienal

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 20 °C / Inert atmosphere

1.3: 2.75 h / -78 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

2.2: 20 h / 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C / Inert atmosphere

3.2: 2 h / 0 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201103060