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10-dehydrogardenoside
gardenoside
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol for 1h; Ambient temperature; |
gardenoside
Conditions | Yield |
---|---|
With sodium periodate In phosphate buffer at 20℃; for 0.25h; pH=6.0; Oxidation; | 73% |
gardenoside
A
D-Glucose
B
(2aS,4aS,5S,7aR,7bS)-2a,6,7a-Trihydroxy-2a,4a,5,6,7a,7b-hexahydro-2H-1,7-dioxa-cyclopenta[cd]indene-5-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With β-glucosidase In water at 37℃; for 2h; |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 73 percent / NaIO4 / aq. phosphate buffer / 0.25 h / 20 °C / pH 6.0 2: 88 percent / pyridine / 0.25 h 3: 94 percent / NaBH4 / methanol / 0.08 h 4: 57 percent / aq. NaOH; (n-Bu)4NHSO4 / toluene / 3 h / 20 °C 5: quinoline / 1.5 h / 200 °C 6: AcOH / methanol / 17 h 7: 120 mg / aq. NaOH / 3.5 h 8: 92 percent / pyridine / 2 h 9: 150 mg / CuCO3*Cu(OH)2 / quinoline / 2 h / 200 °C 10: 13 mg / MeONa / methanol / 2 h / 20 °C View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 73 percent / NaIO4 / aq. phosphate buffer / 0.25 h / 20 °C / pH 6.0 2: 88 percent / pyridine / 0.25 h 3: NaBD4 / methanol 4: 47 percent / aq. NaOH; (n-Bu)4NHSO4 / toluene / 3 h / 20 °C 5: quinoline / 1.5 h / 200 °C 6: AcOH / methanol 7: 160 mg / aq. NaOH 8: 92 percent / pyridine / 2 h 9: 163 mg / CuCO3*Cu(OH)2 / quinoline / 2 h / 200 °C 10: 37 mg / MeONa / methanol / 2 h / 20 °C View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 73 percent / NaIO4 / aq. phosphate buffer / 0.25 h / 20 °C / pH 6.0 2: 88 percent / pyridine / 0.25 h 3: 94 percent / NaBH4 / methanol / 0.08 h 4: 57 percent / aq. NaOH; (n-Bu)4NHSO4 / toluene / 3 h / 20 °C 5: quinoline / 1.5 h / 200 °C 6: AcOH / methanol / 17 h View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 73 percent / NaIO4 / aq. phosphate buffer / 0.25 h / 20 °C / pH 6.0 2: 88 percent / pyridine / 0.25 h 3: 94 percent / NaBH4 / methanol / 0.08 h 4: 57 percent / aq. NaOH; (n-Bu)4NHSO4 / toluene / 3 h / 20 °C 5: quinoline / 1.5 h / 200 °C 6: AcOH / methanol / 17 h 7: 120 mg / aq. NaOH / 3.5 h View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: 73 percent / NaIO4 / aq. phosphate buffer / 0.25 h / 20 °C / pH 6.0 2: 88 percent / pyridine / 0.25 h 3: 94 percent / NaBH4 / methanol / 0.08 h 4: 57 percent / aq. NaOH; (n-Bu)4NHSO4 / toluene / 3 h / 20 °C 5: quinoline / 1.5 h / 200 °C 6: AcOH / methanol / 17 h 7: 120 mg / aq. NaOH / 3.5 h 8: 92 percent / pyridine / 2 h 9: 150 mg / CuCO3*Cu(OH)2 / quinoline / 2 h / 200 °C View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 73 percent / NaIO4 / aq. phosphate buffer / 0.25 h / 20 °C / pH 6.0 2: 88 percent / pyridine / 0.25 h 3: NaBD4 / methanol 4: 47 percent / aq. NaOH; (n-Bu)4NHSO4 / toluene / 3 h / 20 °C 5: quinoline / 1.5 h / 200 °C 6: AcOH / methanol View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 73 percent / NaIO4 / aq. phosphate buffer / 0.25 h / 20 °C / pH 6.0 2: 88 percent / pyridine / 0.25 h 3: NaBD4 / methanol 4: 47 percent / aq. NaOH; (n-Bu)4NHSO4 / toluene / 3 h / 20 °C 5: quinoline / 1.5 h / 200 °C 6: AcOH / methanol 7: 160 mg / aq. NaOH View Scheme |
Molecular Structure of Gardenoside (CAS NO.4165-96-2):
Molecular Formula: C17H24O11
Molecular Weight: 404.3659
IUPAC Name: methyl (1S,4aS,7S,7aS)-7-Hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate
Synonyms of Gardenoside (CAS NO.4165-96-2): Cyclopenta[c]pyran-4-carboxylicacid, 1-(β-D- ; glucopyranosyloxy)-1,4a,7,7a-tetrahydro-7-hydroxy-7-(hydroxymethyl)-,methyl ester, (1S,4aS,7S,7aS)- ; (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,7,7aα-tetrahydro-7α-hydroxy-7-hydroxymethylcyclopenta[c]pyran-4-carboxylic acid methyl ester ; 1α-(β-D-Glucopyranosyloxy)-1,4aα,7,7aα-tetrahydro-7α-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid methyl ester
CAS NO: 4165-96-2
Classification Code: Iridoids
Index of Refraction: 1.643
Molar Refractivity: 90.35 cm3
Molar Volume: 249.6 cm3
Surface Tension: 87 dyne/cm
Density: 1.61 g/cm3
Flash Point: 242.1 °C
Enthalpy of Vaporization: 113.08 kJ/mol
Boiling Point: 672.8 °C at 760 mmHg
Vapour Pressure of Gardenoside (CAS NO.4165-96-2): 5.53E-21 mmHg at 25°C