Picrasa-2,12-diene-1,11,16-trione,2,12-dimethoxy- supplier

Name
QUASSIN
EINECS 200-985-9
CAS No. 76-78-8
Article Data12
CAS DataBase
Density 1.23 g/cm³
Solubility
Melting Point 200 - 222oC
Formula C₂₂H₂₈O₆
Boiling Point 586.3 °C at 760 mmHg
Molecular Weight 388.461
Flash Point 255.4 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Phenanthro[10,1-bc]pyran-1,5,11(4H)-trione,3ab,6ab,7,7aa,8,11a,11ba,11c-octahydro-2,10-dimethoxy-3,8a,11ab,11cb-tetramethyl- (8CI);Quassin (6CI,7CI);(+)-Quassin;NSC 36342;NigakilactoneD;Quassine;
PSA 78.90000
LogP 2.81900

Synthetic route

: 139276-56-5
2,12-Dimethoxy-2,12-picradiene-1,11,16-trione 16-(ethylene ketal)

: 76-78-8
quassin

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetone at 25℃; for 0.75h;	82%

: 2,12-Dimethoxy-2,12-picradiene-1,11-dione 16-(trans-1,2-cyclohexanediyl ketal)

: 76-78-8
quassin

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetone at 25℃; for 0.75h;	75%

: 186581-53-3, 908094-01-9
diazomethane

: 11-dihydro-12-norneoquassin

: 76-78-8
quassin

Conditions

Conditions	Yield
With chromium(VI) oxide 1.)acetone, room temp.; 2.)ether; Yield given. Multistep reaction;

: 139276-59-8
2,12-Dimethoxy-1β-hydroxy-2,12-picradiene-11,16-dione

: 76-78-8
quassin

Conditions

Conditions	Yield
With oxalyl dichloride; dimethyl sulfoxide; triethylamine 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 to 25 deg C, 1 h; Yield given. Multistep reaction;

: 186581-53-3, 908094-01-9
diazomethane

: 26121-57-3
2,3-didehydropicrasin B

: 76-78-8
quassin

Conditions

Conditions	Yield
	1.7 mg
In diethyl ether	1.7 mg

: 26121-57-3
2,3-didehydropicrasin B

: 76-78-8
quassin

Conditions

Conditions	Yield
With sodium hydride; methyl iodide

: 88980-56-7
β-Neoquassin

: 76-78-8
quassin

Conditions

Conditions	Yield
With silver carbonate In benzene Heating;

neoquassin: neoquassin

: 76-78-8
quassin

Conditions

Conditions	Yield
With sodium dichromate; water; acetic acid
With potassium dichromate; acetic acid

: 76-77-7, 76022-76-9, 88980-55-6, 88980-56-7
neoquassin

: 76-78-8
quassin

Conditions

Conditions	Yield
With silver carbonate In benzene for 2.5h; Oxidation; Heating;	3.8 mg

: 89498-93-1
2,12,16β-trimethoxypicrasa-2,12-diene-1,11-dione

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: AcOH / H2O / 0.42 h / Heating 2: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating View Scheme
Multi-step reaction with 2 steps 1: CH3CO2H / H2O / Heating 2: Ag2CO3 on Celite / benzene / Heating View Scheme

: (2S,3aS,5S,6aR,7aS,8R,11R,11aS,11bR,11cS)-3,8,11a,11c-Tetramethyl-hexadecahydro-6-oxa-benzo[de]anthracene-2,5,10,11-tetraol

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1.1: conc. HCl / 1 h / 0 °C 2.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C 3.1: 7 mg / NaH / dimethylformamide / 1 h / -20 °C 4.1: LDA / tetrahydrofuran / 0.5 h / -78 °C 4.2: MoOPH / tetrahydrofuran / -78 - 0 °C 5.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C 6.1: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C 7.1: AcOH / H2O / 0.42 h / Heating 8.1: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating View Scheme
Multi-step reaction with 8 steps 1: conc. HCl / 0 °C 2: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature 3: NaH / dimethylformamide / -20 °C 4: 1) LDA, 2) MoO5-pyridine complex / 1) THF, -78 deg C, 2) THF, -78 deg C to 0 deg C 5: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature 6: NaH / dimethylformamide / -20 °C 7: CH3CO2H / H2O / Heating 8: Ag2CO3 on Celite / benzene / Heating View Scheme

Yield

Multi-step reaction with 8 steps
1.1: conc. HCl / 1 h / 0 °C
2.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C
3.1: 7 mg / NaH / dimethylformamide / 1 h / -20 °C
4.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
4.2: MoOPH / tetrahydrofuran / -78 - 0 °C
5.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C
6.1: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C
7.1: AcOH / H2O / 0.42 h / Heating
8.1: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating
View Scheme

Multi-step reaction with 8 steps
1: conc. HCl / 0 °C
2: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature
3: NaH / dimethylformamide / -20 °C
4: 1) LDA, 2) MoO5-pyridine complex / 1) THF, -78 deg C, 2) THF, -78 deg C to 0 deg C
5: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature
6: NaH / dimethylformamide / -20 °C
7: CH3CO2H / H2O / Heating
8: Ag2CO3 on Celite / benzene / Heating
View Scheme

: (2S,3aS,5S,6aR,7aS,8R,11R,11aS,11bR,11cS)-5-Methoxy-3,8,11a,11c-tetramethyl-hexadecahydro-6-oxa-benzo[de]anthracene-2,10,11-triol

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C 2.1: 7 mg / NaH / dimethylformamide / 1 h / -20 °C 3.1: LDA / tetrahydrofuran / 0.5 h / -78 °C 3.2: MoOPH / tetrahydrofuran / -78 - 0 °C 4.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C 5.1: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C 6.1: AcOH / H2O / 0.42 h / Heating 7.1: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating View Scheme
Multi-step reaction with 7 steps 1: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature 2: NaH / dimethylformamide / -20 °C 3: 1) LDA, 2) MoO5-pyridine complex / 1) THF, -78 deg C, 2) THF, -78 deg C to 0 deg C 4: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature 5: NaH / dimethylformamide / -20 °C 6: CH3CO2H / H2O / Heating 7: Ag2CO3 on Celite / benzene / Heating View Scheme

Yield

Multi-step reaction with 7 steps
1.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C
2.1: 7 mg / NaH / dimethylformamide / 1 h / -20 °C
3.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
3.2: MoOPH / tetrahydrofuran / -78 - 0 °C
4.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C
5.1: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C
6.1: AcOH / H2O / 0.42 h / Heating
7.1: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating
View Scheme

Multi-step reaction with 7 steps
1: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature
2: NaH / dimethylformamide / -20 °C
3: 1) LDA, 2) MoO5-pyridine complex / 1) THF, -78 deg C, 2) THF, -78 deg C to 0 deg C
4: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature
5: NaH / dimethylformamide / -20 °C
6: CH3CO2H / H2O / Heating
7: Ag2CO3 on Celite / benzene / Heating
View Scheme

: 204130-82-5
1α,12α-dihydroxypicrasane-2,16-dione

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1.1: DIBAL-H / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.1: conc. HCl / 1 h / 0 °C 3.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C 4.1: 7 mg / NaH / dimethylformamide / 1 h / -20 °C 5.1: LDA / tetrahydrofuran / 0.5 h / -78 °C 5.2: MoOPH / tetrahydrofuran / -78 - 0 °C 6.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C 7.1: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C 8.1: AcOH / H2O / 0.42 h / Heating 9.1: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating View Scheme
Multi-step reaction with 9 steps 1: DIBAL-H / tetrahydrofuran / -78 °C 2: conc. HCl / 0 °C 3: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature 4: NaH / dimethylformamide / -20 °C 5: 1) LDA, 2) MoO5-pyridine complex / 1) THF, -78 deg C, 2) THF, -78 deg C to 0 deg C 6: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature 7: NaH / dimethylformamide / -20 °C 8: CH3CO2H / H2O / Heating 9: Ag2CO3 on Celite / benzene / Heating View Scheme

Yield

Multi-step reaction with 9 steps
1.1: DIBAL-H / tetrahydrofuran; hexane / 0.5 h / -78 °C
2.1: conc. HCl / 1 h / 0 °C
3.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C
4.1: 7 mg / NaH / dimethylformamide / 1 h / -20 °C
5.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
5.2: MoOPH / tetrahydrofuran / -78 - 0 °C
6.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C
7.1: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C
8.1: AcOH / H2O / 0.42 h / Heating
9.1: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating
View Scheme

Multi-step reaction with 9 steps
1: DIBAL-H / tetrahydrofuran / -78 °C
2: conc. HCl / 0 °C
3: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature
4: NaH / dimethylformamide / -20 °C
5: 1) LDA, 2) MoO5-pyridine complex / 1) THF, -78 deg C, 2) THF, -78 deg C to 0 deg C
6: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature
7: NaH / dimethylformamide / -20 °C
8: CH3CO2H / H2O / Heating
9: Ag2CO3 on Celite / benzene / Heating
View Scheme

: 204130-83-6
2,16β-dimethoxypicras-2-ene-1,12-dione

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C 1.2: MoOPH / tetrahydrofuran / -78 - 0 °C 2.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C 3.1: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C 4.1: AcOH / H2O / 0.42 h / Heating 5.1: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating View Scheme
Multi-step reaction with 5 steps 1: 1) LDA, 2) MoO5-pyridine complex / 1) THF, -78 deg C, 2) THF, -78 deg C to 0 deg C 2: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature 3: NaH / dimethylformamide / -20 °C 4: CH3CO2H / H2O / Heating 5: Ag2CO3 on Celite / benzene / Heating View Scheme

: (3aS,5S,6aR,7aS,8S,11aS,11bS,11cS)-1-Hydroxy-5,10-dimethoxy-3,8,11a,11c-tetramethyl-3a,4,5,6a,7,7a,8,11a,11b,11c-decahydro-1H,3H-6-oxa-benzo[de]anthracene-2,11-dione

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C 2: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C 3: AcOH / H2O / 0.42 h / Heating 4: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating View Scheme
Multi-step reaction with 4 steps 1: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature 2: NaH / dimethylformamide / -20 °C 3: CH3CO2H / H2O / Heating 4: Ag2CO3 on Celite / benzene / Heating View Scheme

: 204130-81-4
1α-benzyloxy-12α,13α-epoxypicras-14-ene-2,16-dione

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1.1: 92 percent / H2 / Pd/C / ethanol / 48 h / 20 °C 2.1: DIBAL-H / tetrahydrofuran; hexane / 0.5 h / -78 °C 3.1: conc. HCl / 1 h / 0 °C 4.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C 5.1: 7 mg / NaH / dimethylformamide / 1 h / -20 °C 6.1: LDA / tetrahydrofuran / 0.5 h / -78 °C 6.2: MoOPH / tetrahydrofuran / -78 - 0 °C 7.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C 8.1: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C 9.1: AcOH / H2O / 0.42 h / Heating 10.1: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating View Scheme
Multi-step reaction with 10 steps 1: 92 percent / H2 / Pd/C / ethanol / Ambient temperature 2: DIBAL-H / tetrahydrofuran / -78 °C 3: conc. HCl / 0 °C 4: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature 5: NaH / dimethylformamide / -20 °C 6: 1) LDA, 2) MoO5-pyridine complex / 1) THF, -78 deg C, 2) THF, -78 deg C to 0 deg C 7: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature 8: NaH / dimethylformamide / -20 °C 9: CH3CO2H / H2O / Heating 10: Ag2CO3 on Celite / benzene / Heating View Scheme

Yield

Multi-step reaction with 10 steps
1.1: 92 percent / H2 / Pd/C / ethanol / 48 h / 20 °C
2.1: DIBAL-H / tetrahydrofuran; hexane / 0.5 h / -78 °C
3.1: conc. HCl / 1 h / 0 °C
4.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C
5.1: 7 mg / NaH / dimethylformamide / 1 h / -20 °C
6.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
6.2: MoOPH / tetrahydrofuran / -78 - 0 °C
7.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C
8.1: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C
9.1: AcOH / H2O / 0.42 h / Heating
10.1: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating
View Scheme

Multi-step reaction with 10 steps
1: 92 percent / H2 / Pd/C / ethanol / Ambient temperature
2: DIBAL-H / tetrahydrofuran / -78 °C
3: conc. HCl / 0 °C
4: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature
5: NaH / dimethylformamide / -20 °C
6: 1) LDA, 2) MoO5-pyridine complex / 1) THF, -78 deg C, 2) THF, -78 deg C to 0 deg C
7: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature
8: NaH / dimethylformamide / -20 °C
9: CH3CO2H / H2O / Heating
10: Ag2CO3 on Celite / benzene / Heating
View Scheme

: 2-hydroxy-16β-methoxypicras-2-ene-1,12-dione

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: 7 mg / NaH / dimethylformamide / 1 h / -20 °C 2.1: LDA / tetrahydrofuran / 0.5 h / -78 °C 2.2: MoOPH / tetrahydrofuran / -78 - 0 °C 3.1: DMSO; TFAA; Et3N / CH2Cl2 / -78 - 20 °C 4.1: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C 5.1: AcOH / H2O / 0.42 h / Heating 6.1: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating View Scheme

: (3aR,5S,6aR,7aS,8S,11aS,11bS,11cS)-2-Hydroxy-5,10-dimethoxy-3,8,11a,11c-tetramethyl-3a,4,5,6a,7,7a,8,11a,11b,11c-decahydro-6-oxa-benzo[de]anthracene-1,11-dione

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 5.7 mg / NaH / dimethylformamide / 0.67 h / -20 °C 2: AcOH / H2O / 0.42 h / Heating 3: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating View Scheme

: (3aS,5S,6aR,7aS,8R,11aS,11bS,11cS)-5-Methoxy-3,8,11a,11c-tetramethyl-dodecahydro-6-oxa-benzo[de]anthracene-2,10,11-trione

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: NaH / dimethylformamide / -20 °C 2: 1) LDA, 2) MoO5-pyridine complex / 1) THF, -78 deg C, 2) THF, -78 deg C to 0 deg C 3: 1) DMSO, TFAA, 2) Et3N / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, -78 deg C to room temperature 4: NaH / dimethylformamide / -20 °C 5: CH3CO2H / H2O / Heating 6: Ag2CO3 on Celite / benzene / Heating View Scheme

: (3aS,5S,6aR,7aS,8S,11aS,11bS,11cS)-5,10-Dimethoxy-3,8,11a,11c-tetramethyl-3a,4,5,6a,7,7a,8,11a,11b,11c-decahydro-3H-6-oxa-benzo[de]anthracene-1,2,11-trione

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaH / dimethylformamide / -20 °C 2: CH3CO2H / H2O / Heating 3: Ag2CO3 on Celite / benzene / Heating View Scheme

: 26121-56-2
nigakilactone I

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 5.8 mg / Jones reagent / 4 h / 0 °C 2: 1.7 mg View Scheme
Multi-step reaction with 2 steps 1: DMSO, FFAA, Et3N 2: NaH, MeI View Scheme

: 83543-82-2
picrasinoside-A

: 76-78-8
quassin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 9.5 mg / 3N sulfuric acid / methanol; butan-1-ol / 17 h / 90 °C 2: 5.8 mg / Jones reagent / 4 h / 0 °C 3: 1.7 mg View Scheme

: 76-78-8
quassin

: 76-77-7, 76022-76-9, 88980-55-6, 88980-56-7
neoquassin

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol for 3.5h; Ambient temperature;	99%
With sodium tetrahydroborate In ethanol for 2.5h; Ambient temperature;

: 76-78-8
quassin

: 26121-57-3
2,3-didehydropicrasin B

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid at 115℃; for 2h;	69%

: 76-78-8
quassin

: 110128-47-7
1α-hydroxy-2,12-methoxypicrasa-2,12-diene-11,16-dione

Conditions

Conditions	Yield
With sodium hydroxide; sodium tetrahydroborate at 80℃; for 30h;	50%
With sodium hydroxide; sodium tetrahydroborate at 80℃; for 0.5h;	45 mg

: 76-78-8
quassin

: 26121-56-2
nigakilactone I

Conditions

Conditions	Yield
With chloro-trimethyl-silane; sodium iodide In acetonitrile at 25℃; for 18h; Mechanism;	42%
With chloro-trimethyl-silane; sodium iodide In acetonitrile at 25℃; for 18h;	42%
Multi-step reaction with 4 steps 1: iodomethylsilane, sodium iodide / acetonitrile 2: iodomethylsilane, sodium iodide / acetonitrile 3: iodomethylsilane, sodium iodide / acetonitrile 4: chlorotrimethylsilane, sodium iodide / acetonitrile / 18 h / 25 °C View Scheme

: 76-78-8
quassin

: 4281-38-3
2,12-dihydroxypicrasa-2,12-diene-1,11,16-trione

Conditions

Conditions	Yield
With boron tribromide In dichloromethane -60 deg C, room temperature, 1.5 h;	41%
With boron tribromide In dichloromethane at -78℃; for 0.333333h;	41%

: 76-78-8
quassin

: 123834-97-9
2-methoxy-2-deoxypicrasin B

Conditions

Conditions	Yield
With (iodomethyl)silane; sodium iodide In acetonitrile	9%
With (iodomethyl)silane; sodium iodide In acetonitrile Yield given;

: 127-09-3
sodium acetate

: 76-78-8
quassin

: 21293-20-9
Isoquassin

Conditions

Conditions	Yield
beim Erhitzen erfolgt partielle Umwandlung;

: 76-78-8
quassin

: pseudoquassinolic acid

Conditions

Conditions	Yield
With sodium hydroxide; water

: 76-78-8
quassin

: 21293-20-9
Isoquassin

Conditions

Conditions	Yield
beim Erhitzen erfolgt partielle Umwandlung;

: 13871-93-7, 39789-20-3, 39789-21-4, 125329-92-2
trans-1,2-bis[(trimethylsilyl)oxy]cyclohexane

: 76-78-8
quassin

: 2,12-Dimethoxy-2,12-picradiene-1,11-dione 16-(trans-1,2-cyclohexanediyl ketal)

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 25℃; for 18h; Yield given;

: 76-78-8
quassin

: (3aR,6aR,7aS,8S,11aS,11bS,11cS)-9-Iodo-2,10-dimethoxy-3,8,11a,11c-tetramethyl-11-trimethylsilanyloxy-3a,4,6a,7,7a,8,9,11a,11b,11c-decahydro-6-oxa-benzo[de]anthracene-1,5-dione

Conditions

Conditions	Yield
With (iodomethyl)silane; sodium iodide In acetonitrile

: 56-23-5
tetrachloromethane

: 7732-18-5
water

: 76-78-8
quassin

: pseudoquassinolic acid

...Expand

: 7647-01-0
hydrogenchloride

: 67-56-1
methanol

: 76-78-8
quassin

: 21293-20-9
Isoquassin

Conditions

Conditions	Yield
es erfolgt partielle Umwandlung;

...Expand

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 76-78-8
quassin

: 21293-20-9
Isoquassin

Conditions

Conditions	Yield
es erfolgt partielle Umwandlung;

...Expand

: 56-23-5
tetrachloromethane

: 7732-18-5
water

: 76-78-8
quassin

A carboxylic acid C22H30O7 of mp: 222 degree: carboxylic acid C22H30O7 of mp: 222 degree

B carboxylic acid C22H30O7 of mp: 240 degree: carboxylic acid C22H30O7 of mp: 240 degree

...Expand

: 64-17-5
ethanol

: 7732-18-5
water

: 76-78-8
quassin

palladium/charcoal: palladium/charcoal

KOH: KOH

dihydroquassin: dihydroquassin

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 64-17-5
ethanol

: 76-78-8
quassin

Raney nickel: Raney nickel

neoquassin: neoquassin

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 7647-01-0
hydrogenchloride

: 7732-18-5
water

: 64-19-7
acetic acid

: 76-78-8
quassin

norquassin: norquassin

...Expand

: 7647-01-0
hydrogenchloride

: 7732-18-5
water

: 64-19-7
acetic acid

: 76-78-8
quassin

quassinol: quassinol

...Expand

Picrasa-2,12-diene-1,11,16-trione,2,12-dimethoxy- Specification

The Picrasa-2,12-diene-1,11,16-trione,2,12-dimethoxy-, with the CAS registry number 76-78-8 and EINECS registry number 200-985-9, has the systematic name of 2,12-dimethoxypicrasa-2,12-diene-1,11,16-trione. It is a kind of organics, and should be stored in the dry and cool environment. And the molecular formula of the chemical is C₂₂H₂₈O₆.

The characteristics of Picrasa-2,12-diene-1,11,16-trione,2,12-dimethoxy- are as followings: (1)ACD/LogP: 2.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.22; (4)ACD/LogD (pH 7.4): 2.22; (5)ACD/BCF (pH 5.5): 28.67; (6)ACD/BCF (pH 7.4): 28.67; (7)ACD/KOC (pH 5.5): 384.45; (8)ACD/KOC (pH 7.4): 384.45; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 78.9 Å²; (13)Index of Refraction: 1.552; (14)Molar Refractivity: 100.35 cm³; (15)Molar Volume: 313.7 cm³; (16)Polarizability: 39.78×10^-24cm³; (17)Surface Tension: 45.7 dyne/cm; (18)Density: 1.23 g/cm³; (19)Flash Point: 255.4 °C; (20)Enthalpy of Vaporization: 87.56 kJ/mol; (21)Boiling Point: 586.3 °C at 760 mmHg; (22)Vapour Pressure: 9.98E-14 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C1C(\OC)=C/[C@@H](C)[C@H]4[C@]1([C@H]3C(=O)C(\OC)=C(/[C@@H]2CC(=O)O[C@@H]([C@@]23C)C4)C)C
(2)InChI: InChI=1/C22H28O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15,19H,8-9H2,1-6H3/t10-,12+,13+,15-,19+,21-,22+/m1/s1
(3)InChIKey: IOSXSVZRTUWBHC-LBTVDEKVBB

Product Name

QUASSIN

Synthetic route

Picrasa-2,12-diene-1,11,16-trione,2,12-dimethoxy- Specification

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