[5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetaldehyde

Base Information

Chemical Name:[5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetaldehyde
CAS No.:96688-64-1
Molecular Formula:C₁₅H₂₆O₂Si
Molecular Weight:266.456
Hs Code.:

Synonyms:[5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetaldehyde

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Chemical Property of [5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetaldehyde

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Technology Process of [5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetaldehyde

There total 6 articles about [5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetaldehyde 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:

: 96685-53-9,150255-38-2
2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-ethanol

: 96688-64-1
[5-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-acetaldehyde

Guidance literature:: With manganese(IV) oxide; In tetrahydrofuran; for 6h; Ambient temperature;
DOI:10.1021/jo00376a049

Reference yield:

: 84985-78-4
(4R,7aR)-1-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-4-((R,Z)-1-hydroxy-2-((S)-5-hydroxy-2-methylenecyclohexylidene)ethyl)-7a-methyloctahydro-1H-inden-4-ol

: 96688-64-1
(2Z)-<(5S)-5-(tert-butyldimethylsilyloxy)-2-methylene-cyclohexylidene>acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 89 percent / imidazole; DMAP / CH₂Cl₂ / 20 °C

2.1: pyridine; Pb(OAc)4 / CH₂Cl₂ / 0.25 h / 0 °C

2.2: 81 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.25 h / 0 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; 1H-imidazole; lead(IV) acetate; dmap; Dess-Martin periodane; In dichloromethane; 1.1: Etherification / 2.1: Oxidation / 2.2: Reduction / 3.1: Dess-Martin oxidation;
DOI:10.1055/s-1999-3530

Reference yield:

: 131852-63-6
(5Z,22E)-(7R)-3β-(tert-butyldimethylsilyloxy)-9,10-seco-8α-ergosta-5,10(19),22-triene-7,8-diol

: 96688-64-1
(2Z)-<(5S)-5-(tert-butyldimethylsilyloxy)-2-methylene-cyclohexylidene>acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine; Pb(OAc)4 / CH₂Cl₂ / 0.25 h / 0 °C

1.2: 81 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.25 h / 0 °C

2.1: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; lead(IV) acetate; Dess-Martin periodane; In dichloromethane; 1.1: Oxidation / 1.2: Reduction / 2.1: Dess-Martin oxidation;
DOI:10.1055/s-1999-3530