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138-55-6

Basic Information
CAS No.: 138-55-6
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:
Molecular Structure of 138-55-6 ((4S)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-cyclohexene-1-carbaldehyde)
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
Synthetic route
76686-29-8

(4R)-4-(β-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexen-1-methanol

138-55-6

(R)-4-(β-D-glucopyranosyl)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde

Conditions
ConditionsYield
With sodium acetate; pyridinium chlorochromate In dimethyl sulfoxide for 16h; Ambient temperature;10%
76686-27-6

(3R)-3-Hydroxy-β-cyclogeranylacetat

138-55-6

(R)-4-(β-D-glucopyranosyl)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde

Conditions
ConditionsYield
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

Isopropenyl (IPM)-Aether des (3R)-3-Hydroxy-β-cyclocitral

138-55-6

(R)-4-(β-D-glucopyranosyl)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde

Conditions
ConditionsYield
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
76686-28-7

(4R)-4-(β-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexen-1-methanol-pentaacetat

138-55-6

(R)-4-(β-D-glucopyranosyl)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde

Conditions
ConditionsYield
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
76686-26-5

[(R)-4-(1-Methoxy-1-methyl-ethoxy)-2,6,6-trimethyl-cyclohex-1-enyl]-methanol

138-55-6

(R)-4-(β-D-glucopyranosyl)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde

Conditions
ConditionsYield
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
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