(1S,2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-1-hydroxy-2,5-dimethyl-3-cyclohexene-1-carboxaldehyde

Base Information

Chemical Name:(1S,2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-1-hydroxy-2,5-dimethyl-3-cyclohexene-1-carboxaldehyde
CAS No.:427897-79-8
Molecular Formula:C₃₅H₅₄O₄Si₂
Molecular Weight:594.982
Hs Code.:

(1S,2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-1-hydroxy-2,5-dimethyl-3-cyclohexene-1-carboxaldehyde

Synonyms:(1S,2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-1-hydroxy-2,5-dimethyl-3-cyclohexene-1-carboxaldehyde

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Chemical Property of (1S,2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-1-hydroxy-2,5-dimethyl-3-cyclohexene-1-carboxaldehyde

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Technology Process of (1S,2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-1-hydroxy-2,5-dimethyl-3-cyclohexene-1-carboxaldehyde

There total 4 articles about (1S,2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-1-hydroxy-2,5-dimethyl-3-cyclohexene-1-carboxaldehyde 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:

: [[(2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-2,5-dimethylcyclohex-3-enylidene]methoxy]trimethylsilane

: 427897-79-8
(1S,2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-1-hydroxy-2,5-dimethyl-3-cyclohexene-1-carboxaldehyde

: 901265-18-7
(1R,2S,5S)-2-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxy-2,5-dimethyl-cyclohex-3-enecarbaldehyde

Guidance literature:: With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 0 ℃; for 0.166667h;
DOI:10.1016/S0040-4020(02)00656-7

Reference yield:

: 193292-38-5
(2Z,4E)-8-[(tert-butyldimethylsilyl)oxy]-3-[[(tert-butyldiphenylsilyl)oxy]methyl]-5-methyl-2,4-octadiene

: 427897-79-8
(1S,2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-1-hydroxy-2,5-dimethyl-3-cyclohexene-1-carboxaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: MeAlCl₂ / CH₂Cl₂ / -78 - 0 °C

2: DIBAL-H / tetrahydrofuran / -78 °C

3: Et₃N / CH₂Cl₂ / 23 °C

4: DMDO / CH₂Cl₂ / -78 - 0 °C

With methylaluminum dichloride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Diels-Alder reaction;
DOI:10.1021/ol025772+

Reference yield:

: 427897-77-6
(1S,2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-2,5-dimethyl-3-cyclohexene-1-carboxaldehyde

: 427897-79-8
(1S,2S,5S)-2-[3-(tert-butyldimethylsilanyloxy)propyl]-4-(tert-butyldiphenylsilanyloxymethyl)-1-hydroxy-2,5-dimethyl-3-cyclohexene-1-carboxaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 23 °C

2: DMDO / CH₂Cl₂ / -78 - 0 °C

With triethylamine; In dichloromethane;
DOI:10.1021/ol025772+