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CAS No.: | 54835-70-0 |
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Name: | roseoside |
Article Data: | 5 |
Molecular Structure: | |
Formula: | C19H30O8 |
Molecular Weight: | 386.442 |
Synonyms: | roseoside A;roseoside II; |
Density: | 1.32±0.1 g/cm3(Predicted) |
Boiling Point: | 595.9±50.0 °C(Predicted) |
PSA: | 136.68000 |
LogP: | -0.57600 |
(6S,9R)-roseoside
Conditions | Yield |
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With water; pyridinium p-toluenesulfonate In ethanol at 20 - 50℃; for 22h; | 99% |
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-2-[(E)-(R)-3-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-1-methyl-allyloxy]-tetrahydro-pyran-3-yl ester
(6S,9R)-roseoside
Conditions | Yield |
---|---|
With methanol; lithium hydroxide at 20℃; for 24h; | 83% |
tetraacetylroseoside
(6S,9R)-roseoside
Conditions | Yield |
---|---|
With sodium methylate In methanol for 2h; Ambient temperature; | 7 mg |
With sodium methylate |
vomifoliol acetate
(6S,9R)-roseoside
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 85 percent / NaOMe; MeOH / 1.5 h / 20 °C 2: 57 percent / N,N-tetramethylurea; AgOTf / CH2Cl2 / 1.83 h / 0 - 20 °C 3: 83 percent / LiOH*H2O; MeOH / 24 h / 20 °C View Scheme |
Acetic acid (E)-(R)-1-methyl-3-((1S,6R)-2,2,6-trimethyl-4-oxo-7-oxa-bicyclo[4.1.0]hept-1-yl)-allyl ester
(6S,9R)-roseoside
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 446 mg / p-TsOH*H2O / benzene / 17 h / 20 °C 2: 85 percent / NaOMe; MeOH / 1.5 h / 20 °C 3: 57 percent / N,N-tetramethylurea; AgOTf / CH2Cl2 / 1.83 h / 0 - 20 °C 4: 83 percent / LiOH*H2O; MeOH / 24 h / 20 °C View Scheme |
Acetic acid (E)-(R)-3-((1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxa-bicyclo[4.1.0]hept-1-yl)-1-methyl-allyl ester
(6S,9R)-roseoside
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 2: 446 mg / p-TsOH*H2O / benzene / 17 h / 20 °C 3: 85 percent / NaOMe; MeOH / 1.5 h / 20 °C 4: 57 percent / N,N-tetramethylurea; AgOTf / CH2Cl2 / 1.83 h / 0 - 20 °C 5: 83 percent / LiOH*H2O; MeOH / 24 h / 20 °C View Scheme |
(E)-(R)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-en-2-ol
(6S,9R)-roseoside
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 90 percent / pyridine / 3 h / 20 °C 2: 30 percent / m-chloroperoxybenzoic acid / CH2Cl2 / 1 h / 20 °C 3: 97 percent / HF*Py / tetrahydrofuran / 0.25 h / 0 °C 4: Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 5: 446 mg / p-TsOH*H2O / benzene / 17 h / 20 °C 6: 85 percent / NaOMe; MeOH / 1.5 h / 20 °C 7: 57 percent / N,N-tetramethylurea; AgOTf / CH2Cl2 / 1.83 h / 0 - 20 °C 8: 83 percent / LiOH*H2O; MeOH / 24 h / 20 °C View Scheme |
Acetic acid (E)-(R)-3-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-allyl ester
(6S,9R)-roseoside
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 30 percent / m-chloroperoxybenzoic acid / CH2Cl2 / 1 h / 20 °C 2: 97 percent / HF*Py / tetrahydrofuran / 0.25 h / 0 °C 3: Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 4: 446 mg / p-TsOH*H2O / benzene / 17 h / 20 °C 5: 85 percent / NaOMe; MeOH / 1.5 h / 20 °C 6: 57 percent / N,N-tetramethylurea; AgOTf / CH2Cl2 / 1.83 h / 0 - 20 °C 7: 83 percent / LiOH*H2O; MeOH / 24 h / 20 °C View Scheme |
Acetic acid (E)-(R)-3-[(1S,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2,2,6-trimethyl-7-oxa-bicyclo[4.1.0]hept-1-yl]-1-methyl-allyl ester
(6S,9R)-roseoside
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 97 percent / HF*Py / tetrahydrofuran / 0.25 h / 0 °C 2: Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 3: 446 mg / p-TsOH*H2O / benzene / 17 h / 20 °C 4: 85 percent / NaOMe; MeOH / 1.5 h / 20 °C 5: 57 percent / N,N-tetramethylurea; AgOTf / CH2Cl2 / 1.83 h / 0 - 20 °C 6: 83 percent / LiOH*H2O; MeOH / 24 h / 20 °C View Scheme |
blumenol A
(6S,9R)-roseoside
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 57 percent / N,N-tetramethylurea; AgOTf / CH2Cl2 / 1.83 h / 0 - 20 °C 2: 83 percent / LiOH*H2O; MeOH / 24 h / 20 °C View Scheme |