3A,4,5,7A-TETRAHYDRO-3,6-DIMETHYLBENZOFURAN-2(3H)-ONE CAS:182699-77-0 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, special
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiryZibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
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inquiryhigh purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:Beijing or Guangzhou
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inquiryAnsciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
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inquiry3A,4,5,7A-TETRAHYDRO-3,6-DIMETHYLBENZOFURAN-2(3H)-ONEAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
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inquiryUnited Scientific Company Located in Shanghai of China , is a competitive player in the global specialty and fine chemical market. Fenghua has both the expertise and flexibility to produce a wide range of chemicals. Focusing on developing the innovat
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inquiry2(3H)-Benzofuranone,3a,4,5,7a-tetrahydro-3,6-dimethyl-, (3S,3aS,7aR)-Appearance:Off white to slight yellow solid Storage:keep in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/pharma intermediate Tr
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inquiry2(3H)-Benzofuranone,3a,4,5,7a-tetrahydro-3,6-dimethyl-, (3S,3aS,7aR)-Appearance:Off white to slight yellow solid Storage:Stored in shaded, cool and dry places Package:1L 5L 10L 25L bottle Application:pharma intermediate Transportation:Handle with car
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inquiry(3aS,7aS)-6-methyl-3-methylene-3a,4,5,7a-tetrahydrobenzofuran-2(3H)-one
A
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
B
(+)-(3aR,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
With [NH2Me2][{RuCl((S)-segphos)}2(μ-Cl)3]; hydrogen In 1,4-dioxane at 40℃; under 15001.5 Torr; for 6h; Inert atmosphere; Autoclave; diastereoselective reaction; | A n/a B 99% |
With [NH2Me2][{RuCl((R)-H8-binap)}2(μ-Cl)3]; hydrogen In 1,4-dioxane at 30℃; under 15001.5 Torr; for 16h; Inert atmosphere; Autoclave; diastereoselective reaction; | A 69% B n/a |
With sodium tetrahydroborate In ethanol at 20℃; for 1.5h; Product distribution; Further Variations:; Reagents; | A 5 % Chromat. B 92 % Chromat. |
With magnesium In methanol at 20℃; for 3h; |
(+)-(3aS,7aR)-2,3,3a,4,5,7a-hexahydro-6-methylbenzofuran-2(3H)-one
methyl iodide
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Stage #1: (+)-(3aS,7aR)-2,3,3a,4,5,7a-hexahydro-6-methylbenzofuran-2(3H)-one With n-butyllithium; diisopropylamine In tetrahydrofuran at -20 - 0℃; for 1h; Inert atmosphere; Stage #2: methyl iodide With 1,3-dimethyl-2-imidazolidinone In tetrahydrofuran at 0 - 20℃; for 5h; Inert atmosphere; | 90% |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.5h; Alkylation; | 79% |
(3S,3aS,6R,7R,7aR)-(3a,4,5,6,7,7a)-hexahydro-3,6-dimethylbenzofuran-2(3H)-one
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 5h; | 76% |
(2RS)-2-<(1R)-4-methylcyclohex-3-enyl>propanoic acid
A
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
B
(+)-(3aR,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; dipyridinium dichromate; Celite In N,N-dimethyl-formamide at 30℃; for 12h; | |
With tert.-butylhydroperoxide; dipyridinium dichromate; Celite In benzene at 30℃; for 12h; |
(3S,3aS,7aS)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h; Yield given. Multistep reaction; |
(3R,3aS,7aS)-3,6-dimethyl-3,3a,4,5-tetrahydrobenzofuran-2(7aH)-one
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h; Yield given. Multistep reaction; |
2-((1R,4R)-4-Methyl-cyclohex-2-enyl)-propionic acid
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: FeCl3; NaI / acetonitrile / 2.5 h / Heating 2: 76 percent / DBU / tetrahydrofuran / 5 h / 20 °C View Scheme |
(-)-(3aS,7R,7aR)-hexahydro-7-iodo-benzo[b]furan-2-one
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 82 percent / DBU / tetrahydrofuran / 3 h / Heating 2: 87 percent / CuBr*Me2S / tetrahydrofuran / 12 h / -10 °C 3: 60 percent / KI; I2; NaHCO3 / tetrahydrofuran; H2O / 2 h / 20 °C 4: 92 percent / DBU / tetrahydrofuran / 2 h / Heating 5: 79 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C View Scheme |
methyl (+)-(S)-(cyclohex-2-enyl)acetate
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 95 percent / NaOH / 1 h / 120 °C 2: 66 percent / KI; I2; NaHCO3 / H2O / 5 h / 20 °C 3: 82 percent / DBU / tetrahydrofuran / 3 h / Heating 4: 87 percent / CuBr*Me2S / tetrahydrofuran / 12 h / -10 °C 5: 60 percent / KI; I2; NaHCO3 / tetrahydrofuran; H2O / 2 h / 20 °C 6: 92 percent / DBU / tetrahydrofuran / 2 h / Heating 7: 79 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C View Scheme |
dimethyl 2-(cyclohex-2-en-1-yl)propanedioate
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 74 percent / NaCl / H2O; dimethylsulfoxide / 24 h / 160 °C 2: 95 percent / NaOH / 1 h / 120 °C 3: 66 percent / KI; I2; NaHCO3 / H2O / 5 h / 20 °C 4: 82 percent / DBU / tetrahydrofuran / 3 h / Heating 5: 87 percent / CuBr*Me2S / tetrahydrofuran / 12 h / -10 °C 6: 60 percent / KI; I2; NaHCO3 / tetrahydrofuran; H2O / 2 h / 20 °C 7: 92 percent / DBU / tetrahydrofuran / 2 h / Heating 8: 79 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C View Scheme |
(3aS,7aR)-(+)-2,3,3a,4,5,7a-hexahydrobenzofuran-2-one
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 87 percent / CuBr*Me2S / tetrahydrofuran / 12 h / -10 °C 2: 60 percent / KI; I2; NaHCO3 / tetrahydrofuran; H2O / 2 h / 20 °C 3: 92 percent / DBU / tetrahydrofuran / 2 h / Heating 4: 79 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C View Scheme |
(+)-(S)-cyclohex-2-enylacetic acid
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 66 percent / KI; I2; NaHCO3 / H2O / 5 h / 20 °C 2: 82 percent / DBU / tetrahydrofuran / 3 h / Heating 3: 87 percent / CuBr*Me2S / tetrahydrofuran / 12 h / -10 °C 4: 60 percent / KI; I2; NaHCO3 / tetrahydrofuran; H2O / 2 h / 20 °C 5: 92 percent / DBU / tetrahydrofuran / 2 h / Heating 6: 79 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C View Scheme |
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 60 percent / KI; I2; NaHCO3 / tetrahydrofuran; H2O / 2 h / 20 °C 2: 92 percent / DBU / tetrahydrofuran / 2 h / Heating 3: 79 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C View Scheme |
(-)-(3aS,6R,7R,7aR)-3a,4,5,6,7,7a-hexahydro-7-iodo-6-methylbenzofuran-2(3H)-one
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 92 percent / DBU / tetrahydrofuran / 2 h / Heating 2: 79 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C View Scheme |
3-methylcyclohexen-2-one
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 50 percent / BuLi,(i-Pr)2NH / hexamethylphosphoric acid triamide; tetrahydrofuran; hexane / 2 h / -20 °C 2: NaBH4, CaCl2 / propan-2-ol / 2 h / 0 °C 3: NaOH / H2O; methanol / 12 h / Ambient temperature 4: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 5: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme | |
Multi-step reaction with 5 steps 1: 50 percent / BuLi,(i-Pr)2NH / hexamethylphosphoric acid triamide; tetrahydrofuran; hexane / 2 h / -20 °C 2: NaBH4, CaCl2 / propan-2-ol / 2 h / 0 °C 3: NaOH / H2O; methanol / 12 h / Ambient temperature 4: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 5: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme |
D-limonene
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) 9-BBN, 2.) 6M NaOH, 30percent H2O2 / 1.) THF, 2.) EtOH, 1 h, 50 deg C 2: 39 percent / PDC / dimethylformamide / 12 h / 20 °C 3: pyridinium dichromate, t-BuOOH, celite / benzene / 12 h / 30 °C View Scheme |
(2RS)-2-<(1R)-4-methylcyclohex-3-enyl>propanol
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 39 percent / PDC / dimethylformamide / 12 h / 20 °C 2: pyridinium dichromate, t-BuOOH, celite / benzene / 12 h / 30 °C View Scheme |
6-(1'-methylcarbonyl-ethyl)-3-methyl-2-cyclohexenone
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: NaBH4, CaCl2 / propan-2-ol / 2 h / 0 °C 2: NaOH / H2O; methanol / 12 h / Ambient temperature 3: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 4: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme | |
Multi-step reaction with 4 steps 1: NaBH4, CaCl2 / propan-2-ol / 2 h / 0 °C 2: NaOH / H2O; methanol / 12 h / Ambient temperature 3: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 4: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme |
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: pyridinium dichromate, t-BuOOH, celite / benzene / 24 h / 30 °C 2: NaBH4, CaCl2 / propan-2-ol / 2 h / 0 °C 3: NaOH / H2O; methanol / 12 h / Ambient temperature 4: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 5: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme |
2-(2-Hydroxy-4-methyl-cyclohex-3-enyl)-propionic acid methyl ester
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NaOH / H2O; methanol / 12 h / Ambient temperature 2: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 3: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme | |
Multi-step reaction with 3 steps 1: NaOH / H2O; methanol / 12 h / Ambient temperature 2: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 3: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme |
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NaOH / H2O; methanol / 12 h / Ambient temperature 2: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 3: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme |
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 2: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme | |
Multi-step reaction with 2 steps 1: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 2: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme |
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 2: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme |
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: NaBH4, CaCl2 / propan-2-ol / 2 h / 0 °C 2: NaOH / H2O; methanol / 12 h / Ambient temperature 3: N,N'-dicyclohexylcarbodiimide / benzene / 8 h / 25 °C 4: 1.) NaOH, 2.) HCl / 1.) water/MeOH, 80 deg C, 2 h, 2.) water/MeOH, 80 deg C, 2 h View Scheme |
methyl iodide
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Stage #1: (+)-(3aS,7aR)-2,3,3a,4,5,7a-hexahydro-6-methylbenzofuran-2(3H)-one With n-butyllithium; diisopropylamine In tetrahydrofuran at 0℃; Stage #2: methyl iodide In tetrahydrofuran for 0.333333h; Stage #3: With water In tetrahydrofuran |
methyl 3-(methoxycarbonyl)-2-methyl-4-oxopentanoate
A
epi-wine lactone
B
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
C
(3R,3aR,7aS)-3,3a,4,5-tetrahydro-3,6-dimethylbenzofuran-2(7aH)-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium hydroxide / dimethyl sulfoxide / 0.5 h / 40 °C 1.2: 3 h / 40 °C 2.1: 1,4-diaza-bicyclo[2.2.2]octane; formic acid; ((R,R)-Ts-DENEB)RuCl / methanol / 70 h / 60 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: potassium hydroxide / dimethyl sulfoxide / 0.5 h / 40 °C 1.2: 3 h / 40 °C 2.1: sodium hydroxide / water / 1 h / 0 - 20 °C 3.1: 1,4-diaza-bicyclo[2.2.2]octane; formic acid; ((R,R)-Ts-DENEB)RuCl / methanol / 20 h / 60 °C View Scheme |
C10H14O3
A
epi-wine lactone
B
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
C
(3R,3aR,7aS)-3,3a,4,5-tetrahydro-3,6-dimethylbenzofuran-2(7aH)-one
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; formic acid; ((R,R)-Ts-DENEB)RuCl In methanol at 60℃; for 20h; Reagent/catalyst; | A n/a B n/a C n/a |
6-(1'-methylcarbonyl-ethyl)-3-methyl-2-cyclohexenone
A
epi-wine lactone
B
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
C
(3R,3aR,7aS)-3,3a,4,5-tetrahydro-3,6-dimethylbenzofuran-2(7aH)-one
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; formic acid; ((R,R)-Ts-DENEB)RuCl In methanol at 60℃; for 70h; Reagent/catalyst; | A n/a B n/a C n/a |
2-(4-methyl-2-oxocyclohex-3-en-1-yl)acetic acid
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: formic acid; RuCl((R,R)-O-HT-TIPPsDPEN); 1,4-diaza-bicyclo[2.2.2]octane / acetonitrile / 16 h / 60 - 80 °C / Inert atmosphere 2.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 1 h / -20 - 0 °C / Inert atmosphere 2.2: 5 h / 0 - 20 °C / Inert atmosphere View Scheme |
2-(4-methyl-2-oxocyclohex-3-en-1-yl)acetic acid
A
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
B
(+)-(3aR,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: formic acid; RuCl((R,R)-O-HT-TIPPsDPEN); 1,4-diaza-bicyclo[2.2.2]octane / acetonitrile / 16 h / 60 - 80 °C / Inert atmosphere 2.1: sodium hydride; oxalic acid diethyl ester / tetrahydrofuran; mineral oil; ethanol / 4 h / 0 - 20 °C / Inert atmosphere 2.2: 0.25 h / 0 °C 3.1: [NH2Me2][{RuCl((S)-segphos)}2(μ-Cl)3]; hydrogen / 1,4-dioxane / 6 h / 40 °C / 15001.5 Torr / Inert atmosphere; Autoclave View Scheme |
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
(3R,4S,8S)-3,9-epoxy-p-menth-1-ene
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 1h; | 82% |
(-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
(+)-(3aR,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one
Conditions | Yield |
---|---|
Stage #1: (-)-(3aS,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Deprotonation; Stage #2: With t-butyl malonate In tetrahydrofuran at -78℃; for 0.666667h; Reprotonation, Epimerization; | 61% |
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