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CAS No.: | 77307-50-7 |
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Name: | SL0101 |
Article Data: | 4 |
Molecular Structure: | |
Formula: | C25H24O12 |
Molecular Weight: | 516.458 |
Synonyms: | 2-(4-Hydroxyphenyl)-3-(3-O,4-O-diacetyl-α-L-rhamnopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one;2-(4-Hydroxyphenyl)-4-oxo-5,7-dihydroxy-4H-1-benzopyran-3-yl 3-O,4-O-diacetyl-α-L-rhamnopyranoside;3-(3-O,4-O-Diacetyl-α-L-rhamnopyranosyloxy)-4',5,7-trihydroxyflavone;3-[(3-O,4-O-Diacetyl-6-deoxy-α-L-mannopyranosyl)oxy]4',5,7-trihydroxyflavone;3-[(3,4-Di-O-acetyl-6-deoxy-α-L-mannopyranosyl)oxy]-5,7-dihydro-2-(4-hydroxyphenyl)-4H-1benzopyran-4-one; |
Density: | 1.572g/cm3 |
Melting Point: | 128-132°C |
Boiling Point: | 753.017°C at 760 mmHg |
Flash Point: | 255.567°C |
PSA: | 182.19000 |
LogP: | 1.92470 |
5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-[3,4-di-O-acetyl-2-O-benzyl-α-L-rhamnopyranosyloxy]-4H-chromen-4-one
Kaempferol-3-O-(3,4-O-diacetyl-α-L-rhamnopyranoside)
Conditions | Yield |
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With hydrogen; palladium dihydroxide In tetrahydrofuran; methanol for 1h; | 94% |
With hydrogen; palladium hydroxide on carbon In tetrahydrofuran; methanol for 1h; | 94% |
(2S,3S,4S,5R,6S)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3- yl)oxy)-5-hydroxy-2-methyltetrahydro-2H-pyran-3,4-diyl diacetate
Kaempferol-3-O-(3,4-O-diacetyl-α-L-rhamnopyranoside)
Conditions | Yield |
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With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 0℃; for 1h; | 91% |
tert-butyl ((2S,6S)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate
Kaempferol-3-O-(3,4-O-diacetyl-α-L-rhamnopyranoside)
Conditions | Yield |
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Multi-step reaction with 7 steps 1.1: 85 percent / PPh3 / Pd2(dba)3*CHCl3 / CH2Cl2 / 3 h / 0 °C 2.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C 3.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C 4.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C 5.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C 5.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C 6.1: 62 percent / DBU / toluene / 1 h / 0 °C 7.1: 91 percent / DBU / toluene / 1 h / 0 °C View Scheme |
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one
Kaempferol-3-O-(3,4-O-diacetyl-α-L-rhamnopyranoside)
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: 85 percent / PPh3 / Pd2(dba)3*CHCl3 / CH2Cl2 / 3 h / 0 °C 2.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C 3.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C 4.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C 5.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C 5.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C 6.1: 62 percent / DBU / toluene / 1 h / 0 °C 7.1: 91 percent / DBU / toluene / 1 h / 0 °C View Scheme | |
Multi-step reaction with 2 steps 1: 60 percent / Ag2O / CH2Cl2 / 4 h / 20 °C 2: 94 percent / H2 / Pd(OH)2/C / tetrahydrofuran; methanol / 1 h View Scheme |
3-((2S,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yloxy)-5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one
Kaempferol-3-O-(3,4-O-diacetyl-α-L-rhamnopyranoside)
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C 2.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C 3.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C 4.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C 4.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C 5.1: 62 percent / DBU / toluene / 1 h / 0 °C 6.1: 91 percent / DBU / toluene / 1 h / 0 °C View Scheme |
3-((2S,5R,6S)-5,6-dihydro-5-hydroxy-6-methyl-2H-pyran-2-yloxy)-5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one
Kaempferol-3-O-(3,4-O-diacetyl-α-L-rhamnopyranoside)
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C 2.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C 3.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C 3.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C 4.1: 62 percent / DBU / toluene / 1 h / 0 °C 5.1: 91 percent / DBU / toluene / 1 h / 0 °C View Scheme |
6-(5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yloxy)-3,6-dihydro-2-methyl-2H-pyran-3-yl acetate
Kaempferol-3-O-(3,4-O-diacetyl-α-L-rhamnopyranoside)
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C 2.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C 2.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C 3.1: 62 percent / DBU / toluene / 1 h / 0 °C 4.1: 91 percent / DBU / toluene / 1 h / 0 °C View Scheme |
(2S,3R,4S,5R,6S)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-4,5-dihydroxy-2-methyltetrahydro-2H-pyran-3-yl acetate
Kaempferol-3-O-(3,4-O-diacetyl-α-L-rhamnopyranoside)
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C 1.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C 2.1: 62 percent / DBU / toluene / 1 h / 0 °C 3.1: 91 percent / DBU / toluene / 1 h / 0 °C View Scheme |
(2S,3R,4R,5R,6S)-2-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-4-hydroxy-6-methyltetrahydro-2H-pyran-3,5-diyl diacetate
Kaempferol-3-O-(3,4-O-diacetyl-α-L-rhamnopyranoside)
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 62 percent / DBU / toluene / 1 h / 0 °C 2: 91 percent / DBU / toluene / 1 h / 0 °C View Scheme |
1-(2-furyl)-1-ethanone
Kaempferol-3-O-(3,4-O-diacetyl-α-L-rhamnopyranoside)
Conditions | Yield |
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Multi-step reaction with 10 steps 1.1: 92 percent / formic acid; Et3N / (R)-Ru(η6-mesitylene)-(S,S)-TsDPEN / CH2Cl2 / 24 h / 20 °C 2.1: 90 percent / NaHCO3; NaOAc*3H2O; NBS / tetrahydrofuran; H2O / 1 h / 0 °C 3.1: 60 percent / DMAP / CH2Cl2 / 12 h / -78 °C 4.1: 85 percent / PPh3 / Pd2(dba)3*CHCl3 / CH2Cl2 / 3 h / 0 °C 5.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C 6.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C 7.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C 8.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C 8.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C 9.1: 62 percent / DBU / toluene / 1 h / 0 °C 10.1: 91 percent / DBU / toluene / 1 h / 0 °C View Scheme |