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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 |
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: 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 View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 8 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 View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 5 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 View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 8 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 View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 5 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 View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 73 percent / NaIO4 / aq. phosphate buffer / 0.25 h / 20 °C / pH 6.0 2: 88 percent / pyridine / 0.25 h View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 3 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 View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 3 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 View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 4 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 View Scheme |
gardenoside
Conditions | Yield |
---|---|
Multi-step reaction with 4 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 View Scheme |
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