Name: roseoside
SKU: 54835-70-0

Products Categories

Pharmaceutical (18)
Others (4)
Plant Extract (4)
Organic Chemicals (2)
Reagent (2)
Materials (1)

Basic Information

Molecular Structure:
CAS No.:	54835-70-0
Name:	roseoside

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

Synthetic route

: (6S,9R)-9-(4,6-O-isopropylidene-β-D-glucopyranosyl)oxy-6-hydroxy-3-oxo-α-ionol

: 54835-70-0
(6S,9R)-roseoside

Conditions

Conditions	Yield
With water; pyridinium p-toluenesulfonate In ethanol at 20 - 50℃; for 22h;	99%

: 863032-39-7
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

: 54835-70-0
(6S,9R)-roseoside

Conditions

Conditions	Yield
With methanol; lithium hydroxide at 20℃; for 24h;	83%

: 54619-16-8
tetraacetylroseoside

: 54835-70-0
(6S,9R)-roseoside

Conditions

Conditions	Yield
With sodium methylate In methanol for 2h; Ambient temperature;	7 mg
With sodium methylate

: 84551-74-6
vomifoliol acetate

: 54835-70-0
(6S,9R)-roseoside

Conditions

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

: 437711-51-8
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

: 54835-70-0
(6S,9R)-roseoside

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 446 mg / p-TsOHH2O / 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 / LiOHH2O; MeOH / 24 h / 20 °C View Scheme

: 863032-35-3
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

: 54835-70-0
(6S,9R)-roseoside

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 2: 446 mg / p-TsOHH2O / 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 / LiOHH2O; MeOH / 24 h / 20 °C View Scheme

: 863032-50-2
(E)-(R)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-en-2-ol

: 54835-70-0
(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

: 872003-41-3
Acetic acid (E)-(R)-3-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-allyl ester

: 54835-70-0
(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

: 863032-34-2
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

: 54835-70-0
(6S,9R)-roseoside

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 97 percent / HFPy / tetrahydrofuran / 0.25 h / 0 °C 2: Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 3: 446 mg / p-TsOHH2O / 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

: 23526-45-6
blumenol A

: 54835-70-0
(6S,9R)-roseoside

Conditions

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