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CAS No.: | 138-55-6 |
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Name: | (4S)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-cyclohexene-1-carbaldehyde |
Article Data: | 1 |
Molecular Structure: | |
Formula: | C16H26 O7 |
Molecular Weight: | 330.378 |
Synonyms: | 1-Cyclohexene-1-carboxaldehyde,4-(b-D-glucopyranosyloxy)-2,6,6-trimethyl-,(R)-; Picrocrocin; Picrocrocine; Saffron-bitter |
Density: | 1.31g/cm3 |
Melting Point: | 196℃ (ethyl acetate ) |
Boiling Point: | 520.4°Cat760mmHg |
Flash Point: | 187.1°C |
PSA: | 116.45000 |
LogP: | -0.49310 |
(4R)-4-(β-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexen-1-methanol
(R)-4-(β-D-glucopyranosyl)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde
Conditions | Yield |
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With sodium acetate; pyridinium chlorochromate In dimethyl sulfoxide for 16h; Ambient temperature; | 10% |
(3R)-3-Hydroxy-β-cyclogeranylacetat
(R)-4-(β-D-glucopyranosyl)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 23 percent / Ag2O, CaSO4 / benzene / 18 h / Heating 2: 83.5 percent / Na / methanol / 18 h / Heating 3: 10 percent / Pyridiniumchlorochromat, Natriumacetat / dimethylsulfoxide / 16 h / Ambient temperature View Scheme |
(R)-4-(β-D-glucopyranosyl)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde
Conditions | Yield |
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Multi-step reaction with 5 steps 1: 23.5 g / NaBH4 / propan-2-ol / 1.) 0-5 deg C 2.) rt, 3 h 2: Et3N / diethyl ether / 1.) 0-5 deg C 2.) rt, 5 h 3: 23 percent / Ag2O, CaSO4 / benzene / 18 h / Heating 4: 83.5 percent / Na / methanol / 18 h / Heating 5: 10 percent / Pyridiniumchlorochromat, Natriumacetat / dimethylsulfoxide / 16 h / Ambient temperature View Scheme |
(4R)-4-(β-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexen-1-methanol-pentaacetat
(R)-4-(β-D-glucopyranosyl)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 83.5 percent / Na / methanol / 18 h / Heating 2: 10 percent / Pyridiniumchlorochromat, Natriumacetat / dimethylsulfoxide / 16 h / Ambient temperature View Scheme |
[(R)-4-(1-Methoxy-1-methyl-ethoxy)-2,6,6-trimethyl-cyclohex-1-enyl]-methanol
(R)-4-(β-D-glucopyranosyl)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: Et3N / diethyl ether / 1.) 0-5 deg C 2.) rt, 5 h 2: 23 percent / Ag2O, CaSO4 / benzene / 18 h / Heating 3: 83.5 percent / Na / methanol / 18 h / Heating 4: 10 percent / Pyridiniumchlorochromat, Natriumacetat / dimethylsulfoxide / 16 h / Ambient temperature View Scheme |