4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarbaldehyde

Base Information

Chemical Name:4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarbaldehyde
CAS No.:141292-90-2
Molecular Formula:C₂₆H₃₉BrO₃Si
Molecular Weight:507.583
Hs Code.:

Synonyms:4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarbaldehyde

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Chemical Property of 4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarbaldehyde

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Technology Process of 4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarbaldehyde

There total 8 articles about 4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarbaldehyde 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: 88.0%

: 14925-39-4
2-bromoacrolein

: 141292-84-4,141292-89-9
((2E,4E,6Z)-6-Benzyloxymethyl-2-methyl-octa-2,4,6-trienyloxy)-tert-butyl-dimethyl-silane

: 141292-90-2
4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarbaldehyde

Guidance literature:: chiral N-tosyl-4-methylindol-3-yl-oxazaborolidin-3-one; In dichloromethane; at -78 - -40 ℃; for 8h;
DOI:10.1021/jo00037a005

Reference yield:

: 40665-79-0
(3-benzyloxy-2-oxopropyl)phosphonic acid dimethyl ester

: 141292-90-2
4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarbaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1: 75 percent / K₂CO₃, 18-crown-6 / acetonitrile

2: 86 percent / DMPU / tetrahydrofuran

3: 91 percent / TBAF

4: 100 percent / DMSO

5: 83 percent / CH₂Cl₂

6: 95 percent / DIBAH

7: 93 percent / imidazole

8: 88 percent / chiral N-tosyl-4-methylindol-3-yl-oxazaborolidin-3-one / CH₂Cl₂ / 8 h / -78 - -40 °C

With 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 18-crown-6 ether; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; chiral N-tosyl-4-methylindol-3-yl-oxazaborolidin-3-one; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo00037a005

Reference yield:

: 141292-88-8
(2E,4E,6Z)-6-Benzyloxymethyl-2-methyl-octa-2,4,6-trien-1-ol

: 141292-90-2
4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / imidazole

2: 88 percent / chiral N-tosyl-4-methylindol-3-yl-oxazaborolidin-3-one / CH₂Cl₂ / 8 h / -78 - -40 °C

With 1H-imidazole; chiral N-tosyl-4-methylindol-3-yl-oxazaborolidin-3-one; In dichloromethane;
DOI:10.1021/jo00037a005