(E)-3-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde

Base Information

Chemical Name:(E)-3-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde
CAS No.:1359984-26-1
Molecular Formula:C₂₈H₃₈O₄Si
Molecular Weight:466.693
Hs Code.:

Synonyms:(E)-3-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde

Suppliers and Price of (E)-3-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of (E)-3-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (E)-3-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde

There total 8 articles about (E)-3-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde 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: 85.0%

: 1359984-27-2
C₂₇H₃₈O₃Si

: 107-02-8,25068-14-8
acrolein

: 1359984-26-1
(E)-3-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde

Guidance literature:: With Hoveyda-Grubbs catalyst second generation; In dichloromethane; for 6h; stereoselective reaction; Reflux;
DOI:10.1016/j.tetlet.2011.12.119

Reference yield:

: 1359984-30-7
(2R,3S,4R)-ethyl 4-(tert-butyldiphenylsilyloxy)-2,3-dihydroxyheptanoate

: 1359984-26-1
(E)-3-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: CSA

2: diisobutylaluminium hydride / dichloromethane / -78 °C

3: lithium hexamethyldisilazane / 1 h / 0 °C

4: Hoveyda-Grubbs catalyst second generation / dichloromethane / 6 h / Reflux

With Hoveyda-Grubbs catalyst second generation; diisobutylaluminium hydride; lithium hexamethyldisilazane; In dichloromethane; 3: Wittig reaction;
DOI:10.1016/j.tetlet.2011.12.119

Reference yield:

: 1359984-28-3
(R,Z)-ethyl 4-(tert-butyldiphenylsilyloxy)hept-2-enoate

: 1359984-26-1
(E)-3-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: AD-mix β; methanesulfonamide; water / tert-butyl alcohol / 24 h / 20 °C

2: CSA

3: diisobutylaluminium hydride / dichloromethane / -78 °C

4: lithium hexamethyldisilazane / 1 h / 0 °C

5: Hoveyda-Grubbs catalyst second generation / dichloromethane / 6 h / Reflux

With Hoveyda-Grubbs catalyst second generation; methanesulfonamide; AD-mix β; water; diisobutylaluminium hydride; lithium hexamethyldisilazane; In dichloromethane; tert-butyl alcohol; 1: Sharpless dihydroxylation / 4: Wittig reaction;
DOI:10.1016/j.tetlet.2011.12.119