(1E)-1-(2,6,6-trimethylcyclohex-1-enyl)-3-methyl-1,4-pentadien-3-ol
triphenylphosphine hydrobromide
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
In methanol for 75h; Ambient temperature; | 100% |
In methanol at 20℃; for 20h; | 73% |
In tetrahydrofuran |
3-methyl-5-bromo-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-pentadiene
triphenylphosphine
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
In acetonitrile at 50 - 55℃; for 5h; Inert atmosphere; | 92.8% |
In acetonitrile at 50 - 55℃; for 5h; Inert atmosphere; | 92.1% |
(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadien-1-ol
triphenylphosphine hydrobromide
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
In methanol for 17h; Ambient temperature; |
triphenylphosphine hydrobromide
A
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Stage #1: Acetic acid (2Z,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienyl ester With lithium aluminium tetrahydride Stage #2: triphenylphosphine hydrobromide |
(E)-β-ionone
vinyl magnesium bromide
triphenylphosphine hydrobromide
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Stage #1: (E)-β-ionone; vinyl magnesium bromide Stage #2: triphenylphosphine hydrobromide Further stages.; |
(E)-β-ionone
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 100 percent / tetrahydrofuran / 20 h / 20 °C 2: 73 percent / methanol / 20 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 94 percent / tetrahydrofuran / 14 h / Ambient temperature 2: 100 percent / methanol / 75 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran / 24 h / 20 °C 2.1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / 0 °C 2.2: 24 h / 20 °C View Scheme |
(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: LiAlH4 / diethyl ether / 0.25 h / Ambient temperature 2: methanol / 17 h / Ambient temperature View Scheme |
2,2'-ethane-1,2-diylbissulfanyl-bis-ethanol
nickel
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
In methanol; dichloromethane; ethyl acetate |
(2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate
triphenylphosphine hydrobromide
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Stage #1: (2E,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate With lithium aluminium tetrahydride In diethyl ether at 0℃; for 0.5h; Stage #2: triphenylphosphine hydrobromide In methanol at 20℃; for 24h; |
2-(bromomethyl)-1,3,3-trimethylcyclohex-1-ene
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: hexane / 4 h / 50 - 55 °C / Inert atmosphere 2.1: potassium hydroxide / isopropyl alcohol / 1 h / -5 - 5 °C / Inert atmosphere 3.1: sodium hydroxide / water; dichloromethane / 3 h / 15 - 20 °C 3.2: 3 h / 20 - 25 °C 4.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium ethanolate / N,N-dimethyl-formamide / 5 h / -5 - 10 °C / Inert atmosphere 2.1: sodium hydroxide / water; dichloromethane / 3 h / 15 - 20 °C 2.2: 3 h / 20 - 25 °C 3.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium methylate / N,N-dimethyl-formamide / 1 h / 0 - 15 °C / Inert atmosphere 2.1: sodium hydroxide / water; dichloromethane / 3 h / 15 - 20 °C 2.2: 3 h / 20 - 25 °C 3.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium hydroxide / isopropyl alcohol / 1 h / -5 - 5 °C / Inert atmosphere 2.1: sodium hydroxide / water; dichloromethane / 3 h / 15 - 20 °C 2.2: 3 h / 20 - 25 °C 3.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
3-methyl-5-acetoxy-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-pentadiene
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water; dichloromethane / 3 h / 15 - 20 °C 1.2: 3 h / 20 - 25 °C 2.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
3,7-dimethylocta-1,6-dien-3-ol
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: hydrogen bromide; sodium hydroxide / water; dichloromethane / 2 h / 30 - 35 °C / Inert atmosphere 1.2: 2 h / 35 - 40 °C 2.1: hexane / 4 h / 50 - 55 °C / Inert atmosphere 3.1: potassium hydroxide / isopropyl alcohol / 1 h / -5 - 5 °C / Inert atmosphere 4.1: sodium hydroxide / water; dichloromethane / 3 h / 15 - 20 °C 4.2: 3 h / 20 - 25 °C 5.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1.1: sodium hydroxide; thionyl chloride / 1,2-dichloro-ethane; water / 3 h / 40 - 45 °C 1.2: 5 h / 70 - 75 °C 2.1: acetonitrile / 4 h / 60 - 65 °C / Inert atmosphere 3.1: sodium ethanolate / N,N-dimethyl-formamide / 5 h / -5 - 10 °C / Inert atmosphere 4.1: sodium hydroxide / water; dichloromethane / 3 h / 15 - 20 °C 4.2: 3 h / 20 - 25 °C 5.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1.1: sodium hydroxide; thionyl chloride / 1,2-dichloro-ethane; water / 3 h / 40 - 45 °C 1.2: 5 h / 70 - 75 °C 2.1: 4 h / 105 - 110 °C / Inert atmosphere 3.1: sodium methylate / N,N-dimethyl-formamide / 1 h / 0 - 15 °C / Inert atmosphere 4.1: sodium hydroxide / water; dichloromethane / 3 h / 15 - 20 °C 4.2: 3 h / 20 - 25 °C 5.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: acetonitrile / 4 h / 60 - 65 °C / Inert atmosphere 2.1: sodium ethanolate / N,N-dimethyl-formamide / 5 h / -5 - 10 °C / Inert atmosphere 3.1: sodium hydroxide / water; dichloromethane / 3 h / 15 - 20 °C 3.2: 3 h / 20 - 25 °C 4.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: 4 h / 105 - 110 °C / Inert atmosphere 2.1: sodium methylate / N,N-dimethyl-formamide / 1 h / 0 - 15 °C / Inert atmosphere 3.1: sodium hydroxide / water; dichloromethane / 3 h / 15 - 20 °C 3.2: 3 h / 20 - 25 °C 4.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
4-bromo-3-methyl-2-buten-1-ol acetate
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: acetonitrile / 4 h / 60 - 65 °C / Inert atmosphere 2.1: sodium ethanolate / N,N-dimethyl-formamide / 2 h / 0 - 5 °C / Inert atmosphere 3.1: sodium hydroxide / dichloromethane; water / 3 h / 15 - 20 °C 3.2: 3 h / 20 - 25 °C 4.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: methanol / 4 h / 100 - 105 °C / Inert atmosphere 2.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / -10 - 0 °C / Inert atmosphere 3.1: sodium hydroxide / dichloromethane; water / 3 h / 15 - 20 °C 3.2: 3 h / 20 - 25 °C 4.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: ethanol / 4 h / 105 - 110 °C / Inert atmosphere 2.1: sodium ethanolate / toluene / 2 h / -5 - 5 °C / Inert atmosphere 3.1: sodium hydroxide / dichloromethane; water / 3 h / 15 - 20 °C 3.2: 3 h / 20 - 25 °C 4.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium ethanolate / N,N-dimethyl-formamide / 2 h / 0 - 5 °C / Inert atmosphere 2.1: sodium hydroxide / dichloromethane; water / 3 h / 15 - 20 °C 2.2: 3 h / 20 - 25 °C 3.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium methylate / N,N-dimethyl-formamide / 2 h / 5 - 10 °C / Inert atmosphere 2.1: sodium hydroxide / dichloromethane; water / 3 h / 15 - 20 °C 2.2: 3 h / 20 - 25 °C 3.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium ethanolate / toluene / 2 h / -5 - 5 °C / Inert atmosphere 2.1: sodium hydroxide / dichloromethane; water / 3 h / 15 - 20 °C 2.2: 3 h / 20 - 25 °C 3.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / -10 - 0 °C / Inert atmosphere 2.1: sodium hydroxide / dichloromethane; water / 3 h / 15 - 20 °C 2.2: 3 h / 20 - 25 °C 3.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
(E)-1-O-acetyl-4-chloro-3-methyl-2-buten-1-ol
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: acetonitrile / 4 h / 70 - 75 °C / Inert atmosphere 2.1: sodium methylate / N,N-dimethyl-formamide / 2 h / 5 - 10 °C / Inert atmosphere 3.1: sodium hydroxide / dichloromethane; water / 3 h / 15 - 20 °C 3.2: 3 h / 20 - 25 °C 4.1: acetonitrile / 5 h / 50 - 55 °C / Inert atmosphere View Scheme |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
retinyl palmitate
Conditions | Yield |
---|---|
With sodium ethanolate In N,N-dimethyl-formamide at -5 - 5℃; for 3h; Wittig Olefination; Inert atmosphere; | 91.3% |
(E)-4-acetoxy-2-methylcrotonaldehyde
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Retinol acetate
Conditions | Yield |
---|---|
With sodium ethanolate In N,N-dimethyl-formamide at -5 - 0℃; for 2h; Solvent; Temperature; Reagent/catalyst; Wittig Olefination; Inert atmosphere; | 91% |
With sodium ethanolate In N,N-dimethyl-formamide at -5 - 5℃; for 2h; Time; Inert atmosphere; | 90.7% |
(Z)-3-methyl-4-oxobut-2-enoic acid
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
13-cis-retinoic acid
Conditions | Yield |
---|---|
Stage #1: (Z)-3-methyl-4-oxobut-2-enoic acid; 5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide With sodium hydroxide In isopropyl alcohol at 20 - 30℃; for 3h; Wittig Olefination; Inert atmosphere; Stage #2: With hydrogenchloride; palladium diacetate In isopropyl alcohol at 60℃; pH=7 - 8; | 86.3% |
Stage #1: (Z)-3-methyl-4-oxobut-2-enoic acid; 5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide With sodium hydroxide In isopropyl alcohol at 20 - 30℃; for 3h; Wittig Olefination; Inert atmosphere; Stage #2: With hydrogenchloride; palladium diacetate In isopropyl alcohol at 60℃; pH=7-8; Inert atmosphere; | 86.3% |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
4-formyl-2-[3-oxo-2-methyl-(1E)-propenyl]pyridine
2-[(1E,3E,5E,7E)-2,6-dimethyl-8-(2,6,6-trimethylcyclohex-1-en-1-yl)octa-1,3,5,7-tetraen-1-yl]-4-[(1E,3E,5E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hexa-1,3,5-trien-1-yl]pyridine
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol | 76% |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
(Z)-3-Iodo-4-oxo-but-2-enoic acid ethyl ester
(2Z,4E,6E,8E)-3-Iodo-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: (Z)-3-Iodo-4-oxo-but-2-enoic acid ethyl ester With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide Stage #2: 5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide Further stages.; | 74% |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
bis(3-formyl-3-methyl-2-propenyl) sulfide
retinyl sulfide
Conditions | Yield |
---|---|
Stage #1: 5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide; bis(3-formyl-3-methyl-2-propenyl) sulfide In DMF (N,N-dimethyl-formamide) at -20℃; Stage #2: With sodium methylate In DMF (N,N-dimethyl-formamide) at -20 - 20℃; for 3.5h; | 68% |
4-t-butyldimethylsilyloxy-2-butynal
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
tert-Butyl-dimethyl-[(4Z,6E,8E)-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-4,6,8-trien-2-ynyloxy]-silane
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran for 3h; Ambient temperature; | 52% |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
2-methyl-3-[3-(1-methyl-2-oxoethylidene)-cyclohex-1-enyl]-propenal
Conditions | Yield |
---|---|
With sodium methylate In methanol for 1h; | 40% |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
A
(all-E)-(3R)-3-(β-D-glucopyranosyloxy)-β,β-carotene
Conditions | Yield |
---|---|
Stage #1: 5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide; 13-[(4R)-4-(β-D-glucopyranosyloxy)-2,6,6-trimethylcyclohex-1-enyl]-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal With sodium methylate In methanol; dichloromethane at 20℃; for 3h; Wittig condensation; Stage #2: With Dowex 50W-X8 (H+) In methanol; dichloromethane at 20℃; for 0.333333h; | A 28% B 10% |
(2E,4E,6E,8E,10E,12E,14E)-2,7,11,15,19-pentamethylicosa-2,4,6,8,10,12,14,18-octaenal
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
trans-gamma-Carotene
Conditions | Yield |
---|---|
With sodium methylate In methanol; N,N-dimethyl-formamide |
2-Methyl-4-(thioacetyl)-2-(E)-butenal
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
11-cis-Retinylthioacetat
Conditions | Yield |
---|---|
(i) nBuLi, (ii) /BRN= 2075468/; Multistep reaction; |
2-Methyl-4-(thioacetyl)-2-(E)-butenal
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
11-trans-Retinylthioacetat
Conditions | Yield |
---|---|
(i) nBuLi, (ii) /BRN= 2075468/; Multistep reaction; |
acetic acid trans-4-oxo-but-2-enyl ester
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane 1.) 1 h, -60 deg C; 2.) 2 h to RT; Yield given; |
ethyl-2-formyl-1-cyclopropane carboxylate
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
ethyl trans-13,14-dihydro-13-desmethyl-13,14-methyleneretinoate
ethyl cis-13,14-dihydro-13-desmethyl-13,14-methyleneretinoate
Conditions | Yield |
---|---|
With potassium tert-butylate benzene, 1) 15 min 2) 8h, r.t.; Yield given. Multistep reaction. Yields of byproduct given; |
1-Carbethoxy-2-formyl-2-methyl-cyclopropan
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
ethyl trans-13,14-dihydro-13,14-methyleneretinoate
ethyl cis-13,14-dihydro-13,14-methyleneretinoate
Conditions | Yield |
---|---|
With potassium tert-butylate benzene, 1) 15 min 2) 22h, r.t.; Yield given. Multistep reaction. Yields of byproduct given; |
4,4-dimethoxy-3-methyl-but-2-en-1-al
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol; dichloromethane at 0℃; for 1h; |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
4-(tert-butyldimethylsilyloxy)-2-methylbutanal
13,14-dihydro-all-trans retinol
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride 1.) Wittig-reaction; Multistep reaction; |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienylidenetriphenylphosphorane
Conditions | Yield |
---|---|
With phenyllithium In diethyl ether for 0.0833333h; Ambient temperature; |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
(2E,4E,6E,8E,10E)-2,7,11-trimethyl-12-oxotrideca-2,4,6,8,10-pentaenal
(all-E)-sintaxanthin
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane at 20℃; for 48h; Yield given; |
(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
12'-apo-β-caroten-12'-al
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane at 20℃; for 64h; Yield given; | |
With sodium methylate In methanol at 0℃; for 0.5h; Wittig olefination; |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
4-formyl-2-[3-oxo-2-methyl-(1E)-propenyl]pyridine
D
2-[(1E,3E,5E,7E)-2,6-dimethyl-8-(2,6,6-trimethylcyclohex-1-en-1-yl)octa-1,3,5,7-tetraen-1-yl]-4-[(1E,3E,5E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hexa-1,3,5-trien-1-yl]pyridine
Conditions | Yield |
---|---|
With sodium ethanolate 1.) EtOH, room temp., 2.) CH3NO2, reflux; Yield given. Multistep reaction; |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
(2E)-4-[(tert-butyldiphenylsilyl)oxy]-2-fluorobut-2-enal
(7E,9E,13E)-tert-butyldiphenylsilyl 13-demethyl-13-fluororetinyl ether
Conditions | Yield |
---|---|
With n-butyllithium 1.) THF, hexane, -78 deg C, 2.) THF, hexane, 25 deg C, 5 h; Yield given. Multistep reaction; |
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
N,N-dimethyl-formamide
(Z)-1-(tert-butyldimethylsilyloxy)-3-iodo-3-methylprop-2-ene
A
tert-butyldimethylsilyl Δ13-(Z)-retinyl ether
B
tert-Butyl-[(2Z,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenyloxy]-dimethyl-silane
Conditions | Yield |
---|---|
With potassium tert-butylate; tert.-butyl lithium In diethyl ether; pentane at -75 - 25℃; for 6h; Wittig reaction; |
4,4'-diapo-ψ,ψ-carotene-4,4'-dial
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
3,7,11,15,20,24,28,32-octamethyl-1,34-bis(2,6,6-trimethylcyclohex-1-enyl)tetratriaconta-1,3,5,7,9,11,13,15,17,19,21,23,25,27,29,31,33-heptadecaene
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane Wittig reaction; | 67 % Spectr. |
6,6'-diapocarotene-6,6'-dial
5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane Wittig reaction; | 66 % Spectr. |
[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadien-1-yl](triphenyl)phosphonium bromide, with the CAS registry number 62285-98-7, is also named as Phosphonium, [(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadien-1-yl]triphenyl-, bromide (1:1). This chemical's molecular formula is C33H38BrP and molecular weight is 545.53. What's more, its systematic name is [(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadien-1-yl](triphenyl)phosphonium bromide.
You can still convert the following datas into molecular structure:
(1)SMILES: [Br-].C(/C1=C(/CCCC1(C)C)C)=C\C(=C\C[P+](c2ccccc2)(c3ccccc3)c4ccccc4)C
(2)Std. InChI: InChI=1S/C33H38P.BrH/c1-27(22-23-32-28(2)15-14-25-33(32,3)4)24-26-34(29-16-8-5-9-17-29,30-18-10-6-11-19-30)31-20-12-7-13-21-31;/h5-13,16-24H,14-15,25-26H2,1-4H3;1H/q+1;/p-1/b23-22+,27-24+;
(3)Std. InChIKey: WZGAXXYWWOUQHF-IUKQBHTCSA-M
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