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80557-12-6

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Basic Information

Molecular Structure:
CAS No.:	80557-12-6
Name:	Grifolic acid
Article Data:	1

Formula:	C23H32O4
Molecular Weight:	372.505
Density:	1.086±0.06 g/cm3(Predicted)
Melting Point:	93-94 °C(Solv: hexane (110-54-3))
Boiling Point:	557.1±50.0 °C(Predicted)
PSA:	77.76000
LogP:	6.06610

Synthetic route

: 7-hydroxy-2,2,5-trimethyl-8-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl)-4H-benzo[d][1,3]dioxin-4-one

: 80557-12-6
Grifolic acid

Conditions	Yield
With potassium tert-butylate; water In diethyl ether at 25℃; for 72h;	89%

: 80557-12-6
Grifolic acid

: 635703-89-8
2,7-dimethyl-5-hydroxy-2-[(3E)-4,8-dimethyl-3,7-nonadienyl]-2H-1-benzopyran-6-carboxylic acid

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene at 90℃; for 0.5h;	73%

: 420-04-2
CYANAMID

: 80557-12-6
Grifolic acid

: 2-Hydroxy-4-methoxy-6-methyl-3-((2E,6E)-3,7,11-trimethyl-dodeca-2,6,10-trienyl)-benzoic acid methyl ester

Conditions	Yield
In diethyl ether	5 mg

: 80557-12-6
Grifolic acid

: 6903-07-7
grifolin

Conditions	Yield
With methanol; sodium hydroxide at 60℃; for 3h;

: 80557-12-6
Grifolic acid

A: (-)-daurichromenic acid

B: 82003-90-5
(+)-daurichromenic acid

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene at 90℃; for 0.5h;	A 203 mg B 208 mg

: 80557-12-6
Grifolic acid

: 74-88-4
methyl iodide

: trimethylgrifolinol

Conditions	Yield
With potassium carbonate In acetone for 10h; Heating;	3.4 mg

: 80557-12-6
Grifolic acid

: 2-[3-((E)-4,8-Dimethyl-nona-3,7-dienyl)-3-methyl-oxiranylmethyl]-5-methyl-benzene-1,3-diol

Conditions	Yield
Multi-step reaction with 2 steps 1: 1percent NaOH-MeOH / 3 h / 60 °C 2: 219 mg / m-chloroperbenzoic acid / CHCl3 / 3 h / -30 °C View Scheme

: 80557-12-6
Grifolic acid

: (R)-2-((E)-4,8-Dimethyl-nona-3,7-dienyl)-5-methoxy-2,7-dimethyl-chroman-3-one

Conditions	Yield
Multi-step reaction with 5 steps 1: 1percent NaOH-MeOH / 3 h / 60 °C 2: 219 mg / m-chloroperbenzoic acid / CHCl3 / 3 h / -30 °C 3: 131 mg / p-toluenesulfonic acid monohydrate / dioxane / 3 h / Ambient temperature 4: 8 mg / diethyl ether 5: 7 mg / Jones' reagent / acetone / 2 h View Scheme
Multi-step reaction with 5 steps 1: 1percent NaOH-MeOH / 3 h / 60 °C 2: 219 mg / m-chloroperbenzoic acid / CHCl3 / 3 h / -30 °C 3: 25 mg / p-toluenesulfonic acid monohydrate / dioxane / 3 h / Ambient temperature 4: 8 mg / diethyl ether 5: 5 mg / Jones' reagent / acetone / 2 h View Scheme

: 80557-12-6
Grifolic acid

: (2R,3R)-2-((E)-4,8-Dimethyl-nona-3,7-dienyl)-2,7-dimethyl-chroman-3,5-diol

Conditions	Yield
Multi-step reaction with 3 steps 1: 1percent NaOH-MeOH / 3 h / 60 °C 2: 219 mg / m-chloroperbenzoic acid / CHCl3 / 3 h / -30 °C 3: 131 mg / p-toluenesulfonic acid monohydrate / dioxane / 3 h / Ambient temperature View Scheme

: 80557-12-6
Grifolic acid

: (2R,3S)-2-((E)-4,8-Dimethyl-nona-3,7-dienyl)-2,7-dimethyl-chroman-3,5-diol

Conditions	Yield
Multi-step reaction with 3 steps 1: 1percent NaOH-MeOH / 3 h / 60 °C 2: 219 mg / m-chloroperbenzoic acid / CHCl3 / 3 h / -30 °C 3: 25 mg / p-toluenesulfonic acid monohydrate / dioxane / 3 h / Ambient temperature View Scheme

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