5-Hexenal, 6-[(5S)-2-[(1S)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-methylpropyl]-5 -methyl-3-oxo-1-cyclopenten-1-yl]-2-methyl-4-(phenylmethoxy)-, (2S,4S,5E)-

Base Information

Chemical Name:5-Hexenal, 6-[(5S)-2-[(1S)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-methylpropyl]-5 -methyl-3-oxo-1-cyclopenten-1-yl]-2-methyl-4-(phenylmethoxy)-, (2S,4S,5E)-
CAS No.:658080-41-2
Molecular Formula:C40H50O4Si
Molecular Weight:622.92
Hs Code.:

5-Hexenal,
6-[(5S)-2-[(1S)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-methylpropyl]-5
-methyl-3-oxo-1-cyclopenten-1-yl]-2-methyl-4-(phenylmethoxy)-,
(2S,4S,5E)-

Synonyms:

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Chemical Property of 5-Hexenal, 6-[(5S)-2-[(1S)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-methylpropyl]-5 -methyl-3-oxo-1-cyclopenten-1-yl]-2-methyl-4-(phenylmethoxy)-, (2S,4S,5E)-

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Technology Process of 5-Hexenal, 6-[(5S)-2-[(1S)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-methylpropyl]-5 -methyl-3-oxo-1-cyclopenten-1-yl]-2-methyl-4-(phenylmethoxy)-, (2S,4S,5E)-

There total 15 articles about 5-Hexenal, 6-[(5S)-2-[(1S)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-methylpropyl]-5 -methyl-3-oxo-1-cyclopenten-1-yl]-2-methyl-4-(phenylmethoxy)-, (2S,4S,5E)- 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: 92.0%

: 658080-40-1
(S)-3-((E)-(3S,5S)-3-Benzyloxy-6-hydroxy-5-methyl-hex-1-enyl)-2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-4-methyl-cyclopent-2-enone

: 658080-41-2
(E)-(2S,4S)-4-Benzyloxy-6-{(S)-2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-5-methyl-3-oxo-cyclopent-1-enyl}-2-methyl-hex-5-enal

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1002/anie.200351750

Reference yield:

: 658080-23-0
(S)-3-methyl-4-(trityloxy)butanal

: 658080-41-2
(E)-(2S,4S)-4-Benzyloxy-6-{(S)-2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-5-methyl-3-oxo-cyclopent-1-enyl}-2-methyl-hex-5-enal

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 1.5 h / -78 °C

2.1: HCOOH / diethyl ether / 5.5 h / 20 °C

2.2: NH₃ / H₂O; methanol / 1.5 h / 20 °C

3.1: 67 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

4.1: SmI₂ / tetrahydrofuran / 1 h / 20 °C

4.2: 73 percent / Al₂O₃

5.1: 71 percent / NEt₃ / tetrahydrofuran / 7 h / 20 °C

6.1: 79 percent / trichloroisocyanuric acid / benzene; diethyl ether / 21 h / 0 °C

7.1: 98 percent / Pd(PPh₃)4 / 1-methyl-pyrrolidin-2-one / 22 h / 100 °C

8.1: 94 percent / ZnBr₂ / CH₂Cl₂ / 1.5 h / 20 °C

9.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

With n-butyllithium; formic acid; samarium diiodide; trichloroisocyanuric acid; Dess-Martin periodane; triethylamine; zinc dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; diethyl ether; dichloromethane; benzene; 5.1: Michael addition;
DOI:10.1002/anie.200351750

Reference yield:

: (S)-3-Methyl-4-trityloxy-butyronitrile

: 658080-41-2
(E)-(2S,4S)-4-Benzyloxy-6-{(S)-2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-5-methyl-3-oxo-cyclopent-1-enyl}-2-methyl-hex-5-enal

Guidance literature:: Multi-step reaction with 10 steps

1.1: diisobutyl aluminium hydride / CH₂Cl₂ / 0.5 h / -78 °C

2.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: tetrahydrofuran / 1.5 h / -78 °C

3.1: HCOOH / diethyl ether / 5.5 h / 20 °C

3.2: NH₃ / H₂O; methanol / 1.5 h / 20 °C

4.1: 67 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

5.1: SmI₂ / tetrahydrofuran / 1 h / 20 °C

5.2: 73 percent / Al₂O₃

6.1: 71 percent / NEt₃ / tetrahydrofuran / 7 h / 20 °C

7.1: 79 percent / trichloroisocyanuric acid / benzene; diethyl ether / 21 h / 0 °C

8.1: 98 percent / Pd(PPh₃)4 / 1-methyl-pyrrolidin-2-one / 22 h / 100 °C

9.1: 94 percent / ZnBr₂ / CH₂Cl₂ / 1.5 h / 20 °C

10.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

With n-butyllithium; formic acid; samarium diiodide; trichloroisocyanuric acid; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; zinc dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; diethyl ether; dichloromethane; benzene; 6.1: Michael addition;
DOI:10.1002/anie.200351750