Mangostin supplier | CasNO.6147-11-1

Name
Mangostin
EINECS 448-420-7
CAS No. 6147-11-1
Article Data5
CAS DataBase
Density 1.265 g/cm³
Solubility
Melting Point 180-182 °C
Formula C₂₄H₂₆O₆
Boiling Point 640.1 °C at 760 mmHg
Molecular Weight 410.467
Flash Point 220.3 °C
Transport Information
Appearance Yellow crystalline solid
Safety 45
Risk Codes 25
Molecular Structure
Hazard Symbols T
Synonyms 9H-Xanthen-9-one,1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)- (9CI);Mangostin(6CI,7CI);Xanthen-9-one,1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)- (8CI);1,3,6-Trihydroxy-7-methoxy-2,8-bis(3,3-dimethylallyl)xanthone;NSC 139154;a-Mangosten;a-Mangostin;
PSA 100.13000
LogP 5.08900

Synthetic route

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 1h; Concentration; Reagent/catalyst; Solvent; Reflux;	57.1%
With potassium hydroxide

: 15404-76-9
dimethylmangostin

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
With 1-thiopropane; sodium hydride In N,N-dimethyl-formamide for 6h; Inert atmosphere; Reflux;	60%
With sodium methylate In dimethyl sulfoxide for 6h; Reflux; Inert atmosphere;	59.8%

: 107389-90-2
1,3,6-tri-O-acetyl-α-mangostin

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 1h; Concentration; Reagent/catalyst; Solvent; Reflux;	57.1%
With potassium hydroxide

: 31271-10-0
6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 1h; Reflux;	50.4%

: 1140525-42-3
1,3-dihydroxy-6-O-benzoyl-7-methoxy-2,8-bis(3-methyl-2-butenyl)-9-xanthone

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
With sodium hydroxide In water for 1h; Reflux;	44%

: 426820-49-7
[4,6-dihydroxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-dihydroxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanone

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Stage #1: [4,6-dihydroxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-dihydroxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanone With tetrachloromethane; triphenylphosphine In tetrahydrofuran at 20℃; Stage #2: With silica gel	43%

: 1449384-89-7
3,6-di-O-benzoyl-α-mangostin

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 1h; Reflux;	40%

: 108-73-6
3,5-dihydroxyphenol

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 14 steps 1.1: 96 percent / NaH / dimethylformamide / 20 °C 2.1: nBuLi 2.2: 89 percent / tetrahydrofuran / 0 °C 3.1: nBuLi 3.2: 95 percent / tetrahydrofuran / 0 °C 4.1: 100 percent / CSA; MeOH / 60 °C 5.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C 6.1: 78 percent / DIBAL-H / toluene / -78 °C 7.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 8.1: 65 percent / NaH / CH2Cl2 / 20 °C 9.1: 100 percent / TBAF / tetrahydrofuran / 0 °C 10.1: 98 percent / K2CO3 / dimethylformamide / 20 °C 11.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 12.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 13.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 14.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 14.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 14 steps
1.1: 96 percent / NaH / dimethylformamide / 20 °C
2.1: nBuLi
2.2: 89 percent / tetrahydrofuran / 0 °C
3.1: nBuLi
3.2: 95 percent / tetrahydrofuran / 0 °C
4.1: 100 percent / CSA; MeOH / 60 °C
5.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C
6.1: 78 percent / DIBAL-H / toluene / -78 °C
7.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
8.1: 65 percent / NaH / CH2Cl2 / 20 °C
9.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
10.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
11.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
12.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
13.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
14.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
14.2: 43 percent / silica gel
View Scheme

: 6195-80-8
2,4-bis(benzyloxy)phenol

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1.1: 84 percent / Br2 / CHCl3 / 20 °C 2.1: 80 percent / K2CO3 / dimethylformamide / 20 °C 3.1: 73 percent / 160 °C 4.1: 87 percent / K2CO3 / dimethylformamide / 20 °C 5.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C 6.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C 7.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 8.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 9.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 10.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 10.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 10 steps
1.1: 84 percent / Br2 / CHCl3 / 20 °C
2.1: 80 percent / K2CO3 / dimethylformamide / 20 °C
3.1: 73 percent / 160 °C
4.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
5.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
6.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
7.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
8.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
9.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
10.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
10.2: 43 percent / silica gel
View Scheme

: 13246-46-3
2,4-dibenzyloxybenzaldehyde

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 12 steps 1.1: mCPBA / CH2Cl2 / 20 °C 2.1: HCl / methanol / 20 °C 3.1: 84 percent / Br2 / CHCl3 / 20 °C 4.1: 80 percent / K2CO3 / dimethylformamide / 20 °C 5.1: 73 percent / 160 °C 6.1: 87 percent / K2CO3 / dimethylformamide / 20 °C 7.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C 8.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C 9.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 10.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 11.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 12.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 12.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 12 steps
1.1: mCPBA / CH2Cl2 / 20 °C
2.1: HCl / methanol / 20 °C
3.1: 84 percent / Br2 / CHCl3 / 20 °C
4.1: 80 percent / K2CO3 / dimethylformamide / 20 °C
5.1: 73 percent / 160 °C
6.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
7.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
8.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
9.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
10.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
11.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
12.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
12.2: 43 percent / silica gel
View Scheme

: 120677-47-6
1,3,5-tris(methoxymethoxy)benzene

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 13 steps 1.1: nBuLi 1.2: 89 percent / tetrahydrofuran / 0 °C 2.1: nBuLi 2.2: 95 percent / tetrahydrofuran / 0 °C 3.1: 100 percent / CSA; MeOH / 60 °C 4.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C 5.1: 78 percent / DIBAL-H / toluene / -78 °C 6.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 7.1: 65 percent / NaH / CH2Cl2 / 20 °C 8.1: 100 percent / TBAF / tetrahydrofuran / 0 °C 9.1: 98 percent / K2CO3 / dimethylformamide / 20 °C 10.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 11.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 12.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 13.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 13.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 13 steps
1.1: nBuLi
1.2: 89 percent / tetrahydrofuran / 0 °C
2.1: nBuLi
2.2: 95 percent / tetrahydrofuran / 0 °C
3.1: 100 percent / CSA; MeOH / 60 °C
4.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C
5.1: 78 percent / DIBAL-H / toluene / -78 °C
6.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
7.1: 65 percent / NaH / CH2Cl2 / 20 °C
8.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
9.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
10.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
11.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
12.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
13.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
13.2: 43 percent / silica gel
View Scheme

: 95-01-2
2,4-Dihydroxybenzaldehyde

Me-X (X=Br or Cl): Me-X (X=Br or Cl)

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 13 steps 1.1: 96 percent / K2CO3 / dimethylformamide / 20 °C 2.1: mCPBA / CH2Cl2 / 20 °C 3.1: HCl / methanol / 20 °C 4.1: 84 percent / Br2 / CHCl3 / 20 °C 5.1: 80 percent / K2CO3 / dimethylformamide / 20 °C 6.1: 73 percent / 160 °C 7.1: 87 percent / K2CO3 / dimethylformamide / 20 °C 8.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C 9.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C 10.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 11.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 12.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 13.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 13.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 13 steps
1.1: 96 percent / K2CO3 / dimethylformamide / 20 °C
2.1: mCPBA / CH2Cl2 / 20 °C
3.1: HCl / methanol / 20 °C
4.1: 84 percent / Br2 / CHCl3 / 20 °C
5.1: 80 percent / K2CO3 / dimethylformamide / 20 °C
6.1: 73 percent / 160 °C
7.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
8.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
9.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
10.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
11.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
12.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
13.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
13.2: 43 percent / silica gel
View Scheme

: 426820-54-4
4,6-dihydroxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 98 percent / K2CO3 / dimethylformamide / 20 °C 2.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 3.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 4.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 5.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 5.2: 43 percent / silica gel View Scheme

: formic acid 2,4-bis-benzyloxy-phenyl ester

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1.1: HCl / methanol / 20 °C 2.1: 84 percent / Br2 / CHCl3 / 20 °C 3.1: 80 percent / K2CO3 / dimethylformamide / 20 °C 4.1: 73 percent / 160 °C 5.1: 87 percent / K2CO3 / dimethylformamide / 20 °C 6.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C 7.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C 8.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 9.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 10.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 11.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 11.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 11 steps
1.1: HCl / methanol / 20 °C
2.1: 84 percent / Br2 / CHCl3 / 20 °C
3.1: 80 percent / K2CO3 / dimethylformamide / 20 °C
4.1: 73 percent / 160 °C
5.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
6.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
7.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
8.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
9.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
10.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
11.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
11.2: 43 percent / silica gel
View Scheme

: 426820-42-0
1,3,5-tris-methoxymethoxy-2-(3-methyl-but-2-enyl)-benzene

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 12 steps 1.1: nBuLi 1.2: 95 percent / tetrahydrofuran / 0 °C 2.1: 100 percent / CSA; MeOH / 60 °C 3.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C 4.1: 78 percent / DIBAL-H / toluene / -78 °C 5.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 6.1: 65 percent / NaH / CH2Cl2 / 20 °C 7.1: 100 percent / TBAF / tetrahydrofuran / 0 °C 8.1: 98 percent / K2CO3 / dimethylformamide / 20 °C 9.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 10.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 11.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 12.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 12.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 12 steps
1.1: nBuLi
1.2: 95 percent / tetrahydrofuran / 0 °C
2.1: 100 percent / CSA; MeOH / 60 °C
3.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C
4.1: 78 percent / DIBAL-H / toluene / -78 °C
5.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
6.1: 65 percent / NaH / CH2Cl2 / 20 °C
7.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
8.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
9.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
10.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
11.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
12.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
12.2: 43 percent / silica gel
View Scheme

: 2,4,6-trihydroxy-3-(3-methyl-but-2-enyl)-benzoic acid ethyl ester

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C 2.1: 78 percent / DIBAL-H / toluene / -78 °C 3.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 4.1: 65 percent / NaH / CH2Cl2 / 20 °C 5.1: 100 percent / TBAF / tetrahydrofuran / 0 °C 6.1: 98 percent / K2CO3 / dimethylformamide / 20 °C 7.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 8.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 9.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 10.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 10.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 10 steps
1.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C
2.1: 78 percent / DIBAL-H / toluene / -78 °C
3.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
4.1: 65 percent / NaH / CH2Cl2 / 20 °C
5.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
6.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
7.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
8.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
9.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
10.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
10.2: 43 percent / silica gel
View Scheme

: 426820-51-1
2,4-bis-benzyloxy-5-bromo-phenol

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1.1: 80 percent / K2CO3 / dimethylformamide / 20 °C 2.1: 73 percent / 160 °C 3.1: 87 percent / K2CO3 / dimethylformamide / 20 °C 4.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C 5.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C 6.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 7.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 8.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 9.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 9.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 9 steps
1.1: 80 percent / K2CO3 / dimethylformamide / 20 °C
2.1: 73 percent / 160 °C
3.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
4.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
5.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
6.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
7.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
8.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
9.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
9.2: 43 percent / silica gel
View Scheme

: 426820-39-5
1-Allyloxy-2,4-bis-benzyloxy-5-bromo-benzene

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1.1: 73 percent / 160 °C 2.1: 87 percent / K2CO3 / dimethylformamide / 20 °C 3.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C 4.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C 5.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 6.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 7.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 8.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 8.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 8 steps
1.1: 73 percent / 160 °C
2.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
3.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
4.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
5.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
6.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
7.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
8.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
8.2: 43 percent / silica gel
View Scheme

: 426820-52-2
(3,5-bis-benzyloxy-2-bromo-6-methoxy-phenyl)-acetaldehyde

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C 2.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 3.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 4.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 5.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 5.2: 43 percent / silica gel View Scheme

: 426820-56-6
2-allyl-4,6-bis-benzyloxy-3-bromo-phenol

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: 87 percent / K2CO3 / dimethylformamide / 20 °C 2.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C 3.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C 4.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 5.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 6.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 7.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 7.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 7 steps
1.1: 87 percent / K2CO3 / dimethylformamide / 20 °C
2.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C
3.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C
4.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
5.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
6.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
7.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
7.2: 43 percent / silica gel
View Scheme

: 426820-40-8
3-Allyl-1,5-bis-benzyloxy-2-bromo-4-methoxy-benzene

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C 2.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C 3.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 4.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 5.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 6.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 6.2: 43 percent / silica gel View Scheme

: 426820-43-1
2,4,6-tris-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzoic acid ethyl ester

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1.1: 100 percent / CSA; MeOH / 60 °C 2.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C 3.1: 78 percent / DIBAL-H / toluene / -78 °C 4.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 5.1: 65 percent / NaH / CH2Cl2 / 20 °C 6.1: 100 percent / TBAF / tetrahydrofuran / 0 °C 7.1: 98 percent / K2CO3 / dimethylformamide / 20 °C 8.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 9.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 10.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 11.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 11.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 11 steps
1.1: 100 percent / CSA; MeOH / 60 °C
2.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C
3.1: 78 percent / DIBAL-H / toluene / -78 °C
4.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
5.1: 65 percent / NaH / CH2Cl2 / 20 °C
6.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
7.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
8.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
9.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
10.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
11.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
11.2: 43 percent / silica gel
View Scheme

: 426820-41-9
1,5-Bis-benzyloxy-2-bromo-4-methoxy-3-(3-methyl-but-2-enyl)-benzene

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 2.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 3.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 4.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 4.2: 43 percent / silica gel View Scheme

: 426820-47-5
4,6-bis-benzyloxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 2.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 3.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 4.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 4.2: 43 percent / silica gel View Scheme

: 426820-45-3
4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-3-(3-methyl-but-2-enyl)-benzaldehyde

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: 65 percent / NaH / CH2Cl2 / 20 °C 2.1: 100 percent / TBAF / tetrahydrofuran / 0 °C 3.1: 98 percent / K2CO3 / dimethylformamide / 20 °C 4.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 5.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 6.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 7.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 7.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 7 steps
1.1: 65 percent / NaH / CH2Cl2 / 20 °C
2.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
3.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
4.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
5.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
6.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
7.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
7.2: 43 percent / silica gel
View Scheme

: 426820-46-4
4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: 100 percent / TBAF / tetrahydrofuran / 0 °C 2.1: 98 percent / K2CO3 / dimethylformamide / 20 °C 3.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 4.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 5.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 6.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 6.2: 43 percent / silica gel View Scheme

: 426820-44-2
[2,4,6-tris-(tert-butyl-dimethyl-silanyloxy)-3-(3-methyl-but-2-enyl)-phenyl]-methanol

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 2.1: 65 percent / NaH / CH2Cl2 / 20 °C 3.1: 100 percent / TBAF / tetrahydrofuran / 0 °C 4.1: 98 percent / K2CO3 / dimethylformamide / 20 °C 5.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 6.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 7.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 8.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 8.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 8 steps
1.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
2.1: 65 percent / NaH / CH2Cl2 / 20 °C
3.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
4.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
5.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
6.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
7.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
8.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
8.2: 43 percent / silica gel
View Scheme

: 2,4,6-tris-(tert-butyl-dimethyl-silanyloxy)-3-(3-methyl-but-2-enyl)-benzoic acid ethyl ester

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1.1: 78 percent / DIBAL-H / toluene / -78 °C 2.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 3.1: 65 percent / NaH / CH2Cl2 / 20 °C 4.1: 100 percent / TBAF / tetrahydrofuran / 0 °C 5.1: 98 percent / K2CO3 / dimethylformamide / 20 °C 6.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 7.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 8.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 9.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 9.2: 43 percent / silica gel View Scheme

Yield

Multi-step reaction with 9 steps
1.1: 78 percent / DIBAL-H / toluene / -78 °C
2.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
3.1: 65 percent / NaH / CH2Cl2 / 20 °C
4.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
5.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
6.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
7.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
8.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
9.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
9.2: 43 percent / silica gel
View Scheme

: 426820-55-5
[4,6-bis-benzyloxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-bis-benzyloxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanone

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 2.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 2.2: 43 percent / silica gel View Scheme

: 426820-48-6
[4,6-bis-benzyloxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-bis-benzyloxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanol

: 6147-11-1
α-mangostin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 2.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 3.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 3.2: 43 percent / silica gel View Scheme

: 107390-08-9
garcinone D

A: 6147-11-1
α-mangostin

B ethanolic KOH-solution: ethanolic KOH-solution

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine / 2 h / 100 °C 2: POCl3/Py / Ambient temperature 3: 5percent methanolic KOH View Scheme

: 6147-11-1
α-mangostin

: 182317-42-6
1,3,6-trihydroxy-2,8-diisopentyl-7-methoxy-9H-xanthene-9-one

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol for 12h;	99%
With palladium 10% on activated carbon; hydrogen In methanol for 12h;	99%
With palladium on activated charcoal; hydrogen In methanol for 6h;	98%

: 6147-11-1
α-mangostin

: 108-24-7
acetic anhydride

: 31271-10-0
6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate

Conditions

Conditions	Yield
With triethylamine In toluene at 20℃; for 2h;	99%
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 3.5h;	47.3%

: 110-91-8
morpholine

: 50-00-0
formaldehyd

: 6147-11-1
α-mangostin

: 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-4-(morpholinomethyl)-9H-xanthen-9-one

Conditions

Conditions	Yield
In benzene Mannich Aminomethylation; Reflux;	94%

...Expand

: 6147-11-1
α-mangostin

: 19275-46-8
3,4-dihydro-5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-2H,6H-pyrano[3,2-b]xanthen-6-one

Conditions

Conditions	Yield
With polyphosphoric acid; air In N,N-dimethyl-formamide at 130℃; for 2h;	91%
With toluene-4-sulfonic acid In benzene Reflux;	70%
With toluene-4-sulfonic acid In benzene Reflux;	70%

: 6147-11-1
α-mangostin

: 106-93-4
ethylene dibromide

: 3,6-bis(2-bromoethoxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions

Conditions	Yield
With potassium carbonate In acetone for 24h; Reflux;	89%
With potassium carbonate In acetone for 20h; Reflux;	75%

: 6147-11-1
α-mangostin

: 109-90-0
ethyl isocyanate

: 1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthene-3,6-diyl bis(ethylcarbamate)

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 85℃; for 5h;	87%

: 94487-74-8
(Z)-2-methyl-2-butenoic anhydride

: 6147-11-1
α-mangostin

: C34H38O8

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 20℃;	85.3%

: 6147-11-1
α-mangostin

: 35349-68-9
9-hydroxycalabaxanthone

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 40℃; for 5h;	85%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 40℃; for 5h;	85%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene at 80℃; for 3h;	82%

: 6147-11-1
α-mangostin

: 108-24-7
acetic anhydride

A: 31271-10-0
6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate

B: 107389-90-2
1,3,6-tri-O-acetyl-α-mangostin

Conditions

Conditions	Yield
With pyridine at 70℃; for 2h;	A 84.3% B 12.4%
With dmap In dichloromethane at 20℃; for 24h; Cooling;

...Expand

: 6147-11-1
α-mangostin

: 1795-48-8
Isopropyl isocyanate

: 1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthene-3,6-diyl bis(isopropylcarbamate)

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 85℃; for 5h;	83%

: 6147-11-1
α-mangostin

: 108-24-7
acetic anhydride

A: 3-O-acetyl-α-mangostin

B: 31271-10-0
6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate

Conditions

Conditions	Yield
With pyridine at 60℃; for 1h;	A 11% B 81%

...Expand

: 6147-11-1
α-mangostin

1,10-dibromodecane: 1,10-dibromodecane

: 3,6-bis((10-bromodecyl)oxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions

Conditions	Yield
With potassium carbonate In acetone for 24h; Reflux;	81%

: 6147-11-1
α-mangostin

: 100-39-0
benzyl bromide

: 1193121-18-4
3,6-di-O-benzyl α-mangostin

Conditions

Conditions	Yield
With potassium carbonate In acetone for 24h; Reflux;	80%
With potassium carbonate In acetone at 40℃; for 4h;

: 6147-11-1
α-mangostin

: 74-88-4
methyl iodide

: 15404-76-9
dimethylmangostin

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60 - 65℃; for 24h;	80%
With potassium carbonate In acetone at 40℃; for 4h;

1,8-dibromooctane: 1,8-dibromooctane

: 6147-11-1
α-mangostin

: 3,6-bis((8-bromooctyl)oxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions

Conditions	Yield
With potassium carbonate In acetone for 24h; Reflux;	78%

: 6147-11-1
α-mangostin

A: 1,3,6-trihydroxy-2-(3-methyl-2-butenyl)-7-methoxy-8-(2,3-dihydroxy-3-methylbutyl)xanthone

B: 1,3,6-trihydroxy-2-(2,3-dihydroxy-3-methylbutyl)-7-methoxy-8-(3-methyl-2-butenyl)xanthone

C: 1,3,6-trihydroxy-7-methoxy-2,8-bis(2,3-dihydroxy-3-methylbutyl)-9H-xanthen-9-one

Conditions

Conditions	Yield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In water; acetone; tert-butyl alcohol at 20℃; for 24h;	A 12% B 10% C 78%
With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide In acetone; tert-butyl alcohol at 20℃; for 24h;	A 12% B 10% C 78%

...Expand

: 6147-11-1
α-mangostin

: 106-95-6
allyl bromide

: 3,6-bis(allyloxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthene-9-one

Conditions

Conditions	Yield
With potassium carbonate In acetone at 65℃; for 24h;	78%

: 110-52-1
1,4-dibromo-butane

: 6147-11-1
α-mangostin

: 1427187-01-6
C32H40Br2O6

Conditions

Conditions	Yield
With potassium carbonate In acetone for 24h; Reflux;	76.5%
With potassium carbonate In acetone for 24h; Reflux;
With potassium carbonate In acetone for 24h; Reflux;

: 110-52-1
1,4-dibromo-butane

: 1576-43-8
4-hydroxybenzenesulphonamide

: 6147-11-1
α-mangostin

: C44H52N2O14S2

Conditions

Conditions	Yield
Stage #1: 1,4-dibromo-butane; α-mangostin With potassium carbonate In acetone for 24h; Reflux; Stage #2: 4-hydroxybenzenesulphonamide	76.5%

...Expand

: 6147-11-1
α-mangostin

: 870-63-3
prenyl bromide

: 1193121-15-1
3,6-di-O-3,3-dimethylallyl α-mangostin

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 24h;	76%
With potassium carbonate In acetone at 65℃; for 12h;	15%
With potassium carbonate In acetone at 40℃; for 4h;

: 6147-11-1
α-mangostin

: 98-58-8
4-bromobenzenesulfonyl chloride

: C36H32Br2O10S2

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane at 20℃; for 24h;	76%

: 110-89-4
piperidine

: 50-00-0
formaldehyd

: 6147-11-1
α-mangostin

: 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-4-(piperidin-1-ylmethyl)-9H-xanthen-9-one

Conditions

Conditions	Yield
In benzene Mannich Aminomethylation; Reflux;	75%

...Expand

: 6147-11-1
α-mangostin

: 106-95-6
allyl bromide

: 1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-3,6-dipropoxy-9H-xanthen-9-one

Conditions

Conditions	Yield
Stage #1: α-mangostin; allyl bromide With potassium carbonate In acetone at 65℃; for 24h; Stage #2: With palladium on activated charcoal; hydrogen In methanol at 20℃;	75%

: 6147-11-1
α-mangostin

: 75-03-6
ethyl iodide

: 189945-36-6
C28H34O6

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60 - 65℃; for 24h;	75%

: 3344-70-5
1,12-dibromododecane

: 6147-11-1
α-mangostin

: 3,6-bis((12-bromododecyl)oxy)-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions

Conditions	Yield
With potassium carbonate In acetone for 24h; Reflux;	73%

: 51-80-9
bis-(dimethylamino)methane

: 6147-11-1
α-mangostin

: 4-dimethylaminomethyl-1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions

Conditions	Yield
In benzene at 20℃; for 0.75h; Mannich Aminomethylation;	73%

: 6147-11-1
α-mangostin

A: 19275-46-8
3,4-dihydro-5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-2H,6H-pyrano[3,2-b]xanthen-6-one

B: 19275-44-6
1-isomangostin

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 0.5h; Reflux; Dean-Stark;	A 65% B 15%

: 6147-11-1
α-mangostin

A: 26063-95-6
1-isomangostin hydrate

B: 19275-46-8
3,4-dihydro-5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-2H,6H-pyrano[3,2-b]xanthen-6-one

Conditions

Conditions	Yield
With sulfuric acid In toluene at 40℃; for 4h; Inert atmosphere; Molecular sieve;	A 63% B 29%

: 628-21-7
1,4-Diiodobutane

: 6147-11-1
α-mangostin

: 1,3,6-tris(4-iodobutoxy)-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Conditions

Conditions	Yield
With potassium carbonate In acetone for 24h; Reflux;	62%
With potassium carbonate In acetone for 24h; Reflux;	62%

Mangostin Chemical Properties

Molecular Structure of Mangostin (6147-11-1):

IUPAC Name: 1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one
Molecular Formula: C₂₄H₂₆O₆
Molecular Weight: 410.45964 g/mol
XLogP3-AA: 6.3
H-Bond Donor: 3
H-Bond Acceptor: 6
Canonical SMILES: CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(C(=C(C=C3O2)O)OC)CC=C(C)C)O)C
InChI: InChI=1S/C24H26O6/c1-12(2)6-8-14-16(25)10-19-21(22(14)27)23(28)20-15(9-7-13(3)4)24(29-5)17(26)11-18(20)30-19/h6-7,10-11,25-27H,8-9H2,1-5H3
InChIKey: GNRIZKKCNOBBMO-UHFFFAOYSA-N
Index of Refraction: 1.624
Molar Refractivity: 114.55 cm³
Molar Volume: 324.4 cm³
Surface Tension: 53.9 dyne/cm
Density: 1.265 g/cm³
Flash Point: 220.3 °C
Melting Point: 180-182 °C
Boiling Point: 640.1 °C at 760 mmHg
Enthalpy of Vaporization: 97.94 kJ/mol
Vapour Pressure: 5.59E-17 mmHg at 25 °C
Water Solubility: 0.0002026 mg/L at 25 °C

Mangostin Specification

Mangostin (6147-11-1) is an anti-inflammatory agent which is isolated from Garcinia mangostana Linn. Mangostin (6147-11-1) is also known as alpha-Mangostin ; 1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)-9H-xanthen-9-one ; 9H-Xanthen-9-one, 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)- (9CI) ; Xanthen-9-one, 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)-(8CI) ; 1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-on ; 1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-one ; 1,3,6-Trihydroxy-7-méthoxy-2,8-bis(3-méthyl-2-butèn-1-yl)-9H-xanthén-9-one ; 1,3,6-Trihydroxy-7-methoxy-2,8-di(3-methyl-2-butenyl)xanthone ; 9H-Xanthen-9-one, 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-buten-1-yl)- ; 9H-Xanthen-9-one, 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)- with appearance of yellow crystalline solid.

Product Name

Mangostin

Synthetic route

Mangostin Chemical Properties

Mangostin Specification

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