Vitamin D2 supplier | CasNO.50-14-6

Name
Vitamin D2
EINECS 200-014-9
CAS No. 50-14-6
Article Data45
CAS DataBase
Density 0.97 g/cm³
Solubility H₂O: 200 mg/mL, clear to hazy
Melting Point 114-118 °C(lit.)
Formula C₂₈H₄₄O
Boiling Point 504.2 °C at 760 mmHg
Molecular Weight 396.657
Flash Point 218.2 °C
Transport Information UN 2811 6.1/PG 2
Appearance odorless white crystals
Safety 28-36/37-45-28A-36-26-36/37/39-22
Risk Codes 22-48/25-26-24/25-40-23/24/25
Molecular Structure
Hazard Symbols Xn, T+, T
Synonyms 9,10-Secoergosta-5,7,10(19),22-tetraen-3-ol,(3b,5Z,7E,22E)- (9CI);Cyclohexanol,4-methylene-3-[2-[tetrahydro-7a-methyl-1-(1,4,5-trimethyl-2-hexenyl)-4(3aH)-indanylidene]ethylidene]-(6CI);Ergocalciferol (7CI,8CI);(+)-Vitamin D2;9,10-Secoergosta-5,7,10(19),22-tetraen-3b-ol;Cyclohexanol,4-methylene-3-[(2E)-2-[(1R,3aS,7aR)-octahydro-7a-methyl-1-[(1R,2E,4R)-1,4,5-trimethyl-2-hexen-1-yl]-4H-inden-4-ylidene]ethylidene]-,(1S,3Z)-;Calciferol;Condocaps;Condol;Crystallina;D-Arthin;D-Tracetten;Davitin;Decaps;Dee-Ron;Dee-Ronal;Deltalin;Deratol;Diviturto;Drisdol;Ergorone;Ertron;Fortodyl;Geltabs;Hi-Deratol;Infron;Metadee;Mina D2;Mulsiferol;Mykostin;NSC 62792;Osteil;Ostelin;Radiostol;Radsterin;Rodine C;Shock-ferol;Sterogyl;Uvesterol D;
PSA 20.23000
LogP 7.64100

Synthetic route

: 4712-11-2
(3S,5Z,7E)-3-(3,5-dinitro-benzoyloxy)-9,10-seco-ergosta-5,7,10(19),22t-tetraene

: 50-14-6
Calciferol

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 20℃; for 0.75h; Inert atmosphere;	91%

: 57-87-4
Ergosterol

: 50-14-6
Calciferol

Conditions

Conditions	Yield
Stage #1: Ergosterol In 1,4-dioxane Irradiation; Stage #2: at 100℃;	23%
With diethyl ether Irradiation.mit UV-Licht (durch aethanol. Xylol-Loesung gefiltert);
Einwirkung elektrischer Entladungen;

: 60-29-7
diethyl ether

: 57-87-4
Ergosterol

: 50-14-6
Calciferol

Conditions

Conditions	Yield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;

: 60-29-7
diethyl ether

: 57-87-4
Ergosterol

A: 50-14-6
Calciferol

B: 474-69-1
lumisterol

C: 115-61-7
tachysterol

Conditions

Conditions	Yield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;

...Expand

: 60-29-7
diethyl ether

: 57-87-4
Ergosterol

A: 50-14-6
Calciferol

B: 115-61-7
tachysterol

Conditions

Conditions	Yield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;

...Expand

: 60-29-7
diethyl ether

: 474-69-1
lumisterol

: 50-14-6
Calciferol

Conditions

Conditions	Yield
UV-Licht.Irradiation;
UV-Licht.Irradiation;

: 60-29-7
diethyl ether

: 115-61-7
tachysterol

: 50-14-6
Calciferol

Conditions

Conditions	Yield
at 20℃; UV-Licht.Irradiation;

: 21307-05-1
previtamin D2

: 50-14-6
Calciferol

Conditions

Conditions	Yield
With benzene at 60℃; Lichtausschluss;
Multi-step reaction with 2 steps 2: diethyl ether / Irradiation.mit UV-Licht (Magnesium-Funken) View Scheme

: 51744-66-2
3β-hydroxy-9,10-secoergosta-5(E),7(E),10(19),22(E)-tetraene

: 50-14-6
Calciferol

Conditions

Conditions	Yield
Irradiation.UV-Licht <λ: >290 nm>;

: 474-69-1
lumisterol

: 50-14-6
Calciferol

Conditions

Conditions	Yield
With diethyl ether Irradiation.mit UV-Licht (Magnesium-Funken);
With diethyl ether Irradiation.mit UV-Licht (Magnesium-Funken);

: 474-69-1
lumisterol

A: 50-14-6
Calciferol

B: 115-61-7
tachysterol

: 64-17-5
ethanol

: 57-87-4
Ergosterol

: 71-43-2
benzene

: 50-14-6
Calciferol

Conditions

Conditions	Yield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;

...Expand

: 64-17-5
ethanol

: 57-87-4
Ergosterol

: 71-43-2
benzene

A: 50-14-6
Calciferol

B: 474-69-1
lumisterol

C: 115-61-7
tachysterol

Conditions

Conditions	Yield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;

...Expand

: 64-17-5
ethanol

: 57-87-4
Ergosterol

: 71-43-2
benzene

A: 50-14-6
Calciferol

B: 115-61-7
tachysterol

Conditions

Conditions	Yield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;

...Expand

: 57-87-4
Ergosterol

: 71-43-2
benzene

: 50-14-6
Calciferol

Conditions

Conditions	Yield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;

: 57-87-4
Ergosterol

: 71-43-2
benzene

A: 50-14-6
Calciferol

B: 474-69-1
lumisterol

C: 115-61-7
tachysterol

Conditions

Conditions	Yield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;

...Expand

: 57-87-4
Ergosterol

: 71-43-2
benzene

A: 50-14-6
Calciferol

B: 115-61-7
tachysterol

Conditions

Conditions	Yield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;

...Expand

: 21307-05-1
previtamin D2

: 71-43-2
benzene

: 50-14-6
Calciferol

Conditions

Conditions	Yield
at 60℃; Lichtausschluss;
at 40 - 70℃; Rate constant; Isomerisierung;

: 51744-66-2
3β-hydroxy-9,10-secoergosta-5(E),7(E),10(19),22(E)-tetraene

: 71-43-2
benzene

: 50-14-6
Calciferol

Conditions

Conditions	Yield
Isomerisierung; UV-Licht (λ: >290 nm).Irradiation;

: 57-87-4
Ergosterol

A: 50-14-6
Calciferol

B: 21307-05-1
previtamin D2

C: 474-69-1
lumisterol

D: 115-61-7
tachysterol

Conditions

Conditions	Yield
With var. irradiation time; the influence of sunlamp emission spectrum on the course of the reaction In ethanol Product distribution; Irradiation;

...Expand

: tert-Butyl-dimethyl-{(S)-4-methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexyloxy}-silane

A: 50-14-6
Calciferol

B: 247900-07-8
(7Z)-Vitamin D2

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; desilylation; overnight;

: 4712-11-2, 116572-06-6, 124564-78-9
O-(3.5-dinitro-benzoyl)-ergocalciferol

ethanolic KOH-solution: ethanolic KOH-solution

: 50-14-6
Calciferol

Conditions

Conditions	Yield
unter Stickstoff;

: 4712-11-2, 116572-06-6, 124564-78-9
O-(3.5-dinitro-benzoyl)-ergocalciferol

methanol. KOH-solution: methanol. KOH-solution

: 50-14-6
Calciferol

Conditions

Conditions	Yield
unter Stickstoff;

: O-(Naphthoyl-(2))-ergocalciferol

: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

methanol. KOH-solution: methanol. KOH-solution

: 50-14-6
Calciferol

...Expand

: 55812-80-1, 55870-05-8, 70144-73-9
(1R,3aR,7aR)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-one

: 50-14-6
Calciferol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 81 percent / Amberlite<> IR-118 ion-exchange resin; Na; EtOH / diethyl ether / 2.5 h / 0 °C 2.1: 72 percent / PPh3; diisopropyl azodicarboxylate / tetrahydrofuran / 25 h / 0 - 20 °C 3.1: 73 percent / H2O2 / (NH4)6Mo7O244H2O / aq. ethanol / 240 h / 20 °C 4.1: NaHMDS / diethyl ether; tetrahydrofuran / 1 h / -78 °C 4.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C 4.3: diethyl ether; tetrahydrofuran / -100 - 20 °C 5.1: Bu4NF*3H2O / tetrahydrofuran / 20 °C / overnight View Scheme

Yield

Multi-step reaction with 5 steps
1.1: 81 percent / Amberlite<*> IR-118 ion-exchange resin; Na; EtOH / diethyl ether / 2.5 h / 0 °C
2.1: 72 percent / PPh3; diisopropyl azodicarboxylate / tetrahydrofuran / 25 h / 0 - 20 °C
3.1: 73 percent / H2O2 / (NH4)6Mo7O24*4H2O / aq. ethanol / 240 h / 20 °C
4.1: NaHMDS / diethyl ether; tetrahydrofuran / 1 h / -78 °C
4.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
4.3: diethyl ether; tetrahydrofuran / -100 - 20 °C
5.1: Bu4NF*3H2O / tetrahydrofuran / 20 °C / overnight
View Scheme

: 96685-53-9
(2Z)-2-<(5S)-5-(tert-butyldimethylsilyloxy)-2-methylene-cyclohexylidene>-ethanol

: 50-14-6
Calciferol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: NaHMDS / diethyl ether; tetrahydrofuran / 1 h / -78 °C 1.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C 1.3: diethyl ether; tetrahydrofuran / -100 - 20 °C 2.1: Bu4NF*3H2O / tetrahydrofuran / 20 °C / overnight View Scheme

: 84985-78-4
(4R,7aR)-1-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-4-((R,Z)-1-hydroxy-2-((S)-5-hydroxy-2-methylenecyclohexylidene)ethyl)-7a-methyloctahydro-1H-inden-4-ol

: 50-14-6
Calciferol

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: 89 percent / imidazole; DMAP / CH2Cl2 / 20 °C 2.1: pyridine; Pb(OAc)4 / CH2Cl2 / 0.25 h / 0 °C 2.2: 83 percent / CeCl37H2O; NaBH4 / methanol / 0.25 h / 0 °C 3.1: 81 percent / Amberlite<> IR-118 ion-exchange resin; Na; EtOH / diethyl ether / 2.5 h / 0 °C 4.1: 72 percent / PPh3; diisopropyl azodicarboxylate / tetrahydrofuran / 25 h / 0 - 20 °C 5.1: 73 percent / H2O2 / (NH4)6Mo7O244H2O / aq. ethanol / 240 h / 20 °C 6.1: NaHMDS / diethyl ether; tetrahydrofuran / 1 h / -78 °C 6.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C 6.3: diethyl ether; tetrahydrofuran / -100 - 20 °C 7.1: Bu4NF3H2O / tetrahydrofuran / 20 °C / overnight View Scheme
Multi-step reaction with 4 steps 1.1: 89 percent / imidazole; DMAP / CH2Cl2 / 20 °C 2.1: pyridine; Pb(OAc)4 / CH2Cl2 / 0.25 h / 0 °C 2.2: 81 percent / CeCl37H2O; NaBH4 / methanol / 0.25 h / 0 °C 3.1: NaHMDS / diethyl ether; tetrahydrofuran / 1 h / -78 °C 3.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C 3.3: diethyl ether; tetrahydrofuran / -100 - 20 °C 4.1: Bu4NF3H2O / tetrahydrofuran / 20 °C / overnight View Scheme

Yield

Multi-step reaction with 7 steps
1.1: 89 percent / imidazole; DMAP / CH2Cl2 / 20 °C
2.1: pyridine; Pb(OAc)4 / CH2Cl2 / 0.25 h / 0 °C
2.2: 83 percent / CeCl3*7H2O; NaBH4 / methanol / 0.25 h / 0 °C
3.1: 81 percent / Amberlite<*> IR-118 ion-exchange resin; Na; EtOH / diethyl ether / 2.5 h / 0 °C
4.1: 72 percent / PPh3; diisopropyl azodicarboxylate / tetrahydrofuran / 25 h / 0 - 20 °C
5.1: 73 percent / H2O2 / (NH4)6Mo7O24*4H2O / aq. ethanol / 240 h / 20 °C
6.1: NaHMDS / diethyl ether; tetrahydrofuran / 1 h / -78 °C
6.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
6.3: diethyl ether; tetrahydrofuran / -100 - 20 °C
7.1: Bu4NF*3H2O / tetrahydrofuran / 20 °C / overnight
View Scheme

Multi-step reaction with 4 steps
1.1: 89 percent / imidazole; DMAP / CH2Cl2 / 20 °C
2.1: pyridine; Pb(OAc)4 / CH2Cl2 / 0.25 h / 0 °C
2.2: 81 percent / CeCl3*7H2O; NaBH4 / methanol / 0.25 h / 0 °C
3.1: NaHMDS / diethyl ether; tetrahydrofuran / 1 h / -78 °C
3.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
3.3: diethyl ether; tetrahydrofuran / -100 - 20 °C
4.1: Bu4NF*3H2O / tetrahydrofuran / 20 °C / overnight
View Scheme

: 131852-63-6
(5Z,22E)-(7R)-3β-(tert-butyldimethylsilyloxy)-9,10-seco-8α-ergosta-5,10(19),22-triene-7,8-diol

: 50-14-6
Calciferol

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: pyridine; Pb(OAc)4 / CH2Cl2 / 0.25 h / 0 °C 1.2: 83 percent / CeCl37H2O; NaBH4 / methanol / 0.25 h / 0 °C 2.1: 81 percent / Amberlite<> IR-118 ion-exchange resin; Na; EtOH / diethyl ether / 2.5 h / 0 °C 3.1: 72 percent / PPh3; diisopropyl azodicarboxylate / tetrahydrofuran / 25 h / 0 - 20 °C 4.1: 73 percent / H2O2 / (NH4)6Mo7O244H2O / aq. ethanol / 240 h / 20 °C 5.1: NaHMDS / diethyl ether; tetrahydrofuran / 1 h / -78 °C 5.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C 5.3: diethyl ether; tetrahydrofuran / -100 - 20 °C 6.1: Bu4NF3H2O / tetrahydrofuran / 20 °C / overnight View Scheme
Multi-step reaction with 3 steps 1.1: pyridine; Pb(OAc)4 / CH2Cl2 / 0.25 h / 0 °C 1.2: 81 percent / CeCl37H2O; NaBH4 / methanol / 0.25 h / 0 °C 2.1: NaHMDS / diethyl ether; tetrahydrofuran / 1 h / -78 °C 2.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C 2.3: diethyl ether; tetrahydrofuran / -100 - 20 °C 3.1: Bu4NF3H2O / tetrahydrofuran / 20 °C / overnight View Scheme

Yield

Multi-step reaction with 6 steps
1.1: pyridine; Pb(OAc)4 / CH2Cl2 / 0.25 h / 0 °C
1.2: 83 percent / CeCl3*7H2O; NaBH4 / methanol / 0.25 h / 0 °C
2.1: 81 percent / Amberlite<*> IR-118 ion-exchange resin; Na; EtOH / diethyl ether / 2.5 h / 0 °C
3.1: 72 percent / PPh3; diisopropyl azodicarboxylate / tetrahydrofuran / 25 h / 0 - 20 °C
4.1: 73 percent / H2O2 / (NH4)6Mo7O24*4H2O / aq. ethanol / 240 h / 20 °C
5.1: NaHMDS / diethyl ether; tetrahydrofuran / 1 h / -78 °C
5.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
5.3: diethyl ether; tetrahydrofuran / -100 - 20 °C
6.1: Bu4NF*3H2O / tetrahydrofuran / 20 °C / overnight
View Scheme

Multi-step reaction with 3 steps
1.1: pyridine; Pb(OAc)4 / CH2Cl2 / 0.25 h / 0 °C
1.2: 81 percent / CeCl3*7H2O; NaBH4 / methanol / 0.25 h / 0 °C
2.1: NaHMDS / diethyl ether; tetrahydrofuran / 1 h / -78 °C
2.2: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
2.3: diethyl ether; tetrahydrofuran / -100 - 20 °C
3.1: Bu4NF*3H2O / tetrahydrofuran / 20 °C / overnight
View Scheme

: 50-14-6
Calciferol

: 87680-65-7
(S)-3-[(1R,3aS,7aR)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ6-benzo[c]thiophen-5-ol

Conditions

Conditions	Yield
With sulfur dioxide 1.) reflux, 30 min, 2.) RT, 30 min;	100%
With sulfur dioxide In water; benzene for 3.5h;
With sulfur dioxide In dichloromethane at -10℃; for 1.25h;

: 50-14-6
Calciferol

: 64190-52-9
(8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol

Conditions

Conditions	Yield
Stage #1: Calciferol With ozone In methanol; dichloromethane at -78℃; for 3h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In methanol; dichloromethane at -78 - 20℃; for 0.5h; Inert atmosphere;	99%
Stage #1: Calciferol With ozone In dichloromethane at -78℃; Stage #2: With sodium tetrahydroborate In methanol at 0℃;	90%
Stage #1: Calciferol With pyridine; ozone In methanol at -78℃; Inert atmosphere; Stage #2: With methanol; sodium tetrahydroborate at 20℃;	81%

: 50-14-6
Calciferol

: 98-59-9
p-toluenesulfonyl chloride

: 72204-99-0
vitamin D2 tosylate

Conditions

Conditions	Yield
With pyridine	99%
With triethylamine In dichloromethane at -5 - 20℃;	89.4%
With pyridine at 20 - 22℃; for 22h;

: 50-14-6
Calciferol

: C28H46O3S

Conditions

Conditions	Yield
With sulfur dioxide In dichloromethane at -20 - -10℃; Inert atmosphere;	95.7%

: 50-14-6
Calciferol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 104846-62-0
3(S)-tert-butyldimethylsilyloxy-9,10-secoergosta-5,7(E),10(19),22(E)-tetraene

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 2.5h;	95%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1h;	92%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1h;	92%

: 79-41-4
poly(methacrylic acid)

: 50-14-6
Calciferol

: vitamin D2 methacrylate

Conditions

Conditions	Yield
With dmap In diethyl ether at 50℃;	95%

: 75-77-4
chloro-trimethyl-silane

: 50-14-6
Calciferol

: 2754-48-5
vitamin D2 trimethylsilyl ether

Conditions

Conditions	Yield
With 1,1,1,3,3,3-hexamethyl-disilazane In tetrahydrofuran for 0.5h; Heating;	94%

: 108-30-5
succinic acid anhydride

: 50-14-6
Calciferol

: 1373140-59-0
ergocalciferol hemisuccinate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 24h; Inert atmosphere; Darkness;	93%
With pyridine

: 50-14-6
Calciferol

A: 807-27-2
10(R),19-dihydrovitamin D2

B: 65377-86-8
10(S),19-dihydrovitamin D2

Conditions

Conditions	Yield
With bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride In tetrahydrofuran for 2.5h;	A 10% B 90%
With bis(cyclopentadienyl)titanium dichloride; sodium bis(2-methoxyethoxy)aluminium dihydride In tetrahydrofuran; toluene for 1.5h; Product distribution; Ambient temperature; var. reducing agents, ratios of reagents, solvents, and reaction time; other analogues of vitamin D2;	A 60% B 40%
With bis(cyclopentadienyl)titanium dichloride In tetrahydrofuran; toluene for 1.5h; Ambient temperature;	A 60% B 40%

: 50-14-6
Calciferol

: 530-62-1
1,1'-carbonyldiimidazole

: 286949-85-7
Imidazole-1-carboxylic acid (S)-4-methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 2h; Condensation; Heating;	90%

: 50-14-6
Calciferol

: 21343-40-8
ercalcidiol

Conditions

Conditions	Yield
With dihydrogen peroxide In aq. phosphate buffer at 40℃; for 1h; pH=7; Enzymatic reaction; regioselective reaction;	90%
With NADPH; NADPH-P450 reductase In various solvent(s) at 37℃; pH=7.7; Enzyme kinetics;
With coprinopsis cinerea peroxygenase; dihydrogen peroxide In aq. phosphate buffer; acetone at 40℃; for 1h; pH=7; Reagent/catalyst; Enzymatic reaction;

: 4233-33-4
4-Phenyl-1,2,4-triazolidine-3,5-dione

: 50-14-6
Calciferol

: 104973-27-5
6(S),19-(4-phenyl-3,5-dioxo-1,2,4-triazolidine-1,2-diyl)-3β-hydroxy-9,10-secoergosta-5(10),7(E),22(E)-triene

Conditions

Conditions	Yield
In ethyl acetate at 0℃; for 1h;	86%

: 531-81-7
2-oxo-2H-chromene-3-carboxylic acid

: 50-14-6
Calciferol

: C38H48O4

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 0.25h; Inert atmosphere; Microwave irradiation;	85%

: 2199-87-3
6-bromocoumarin-3-carboxylic acid

: 50-14-6
Calciferol

: C38H47BrO4

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 0.25h; Inert atmosphere; Microwave irradiation;	84%

: 1049115-94-7
7-methyl-2-oxo-2H-chromene-3-carboxylic acid

: 50-14-6
Calciferol

: C39H50O4

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 0.25h; Inert atmosphere; Microwave irradiation;	83%

: 883-92-1
6-chloro-2-oxo-2H-chromene-3-carboxylic acid

: 50-14-6
Calciferol

: C38H47ClO4

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 0.25h; Inert atmosphere; Microwave irradiation;	81%

: 50-14-6
Calciferol

: 55812-80-1, 55870-05-8, 70144-73-9
(1R,3aR,7aR)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-4-one

Conditions

Conditions	Yield
Stage #1: Calciferol With potassium permanganate In ethanol; water at -15℃; Stage #2: With pyridine; lead(IV) tetraacetate In dichloromethane at -15℃;	80%
Product distribution; Ambient temperature; degradation;
With potassium permanganate; sulfuric acid; benzene

: 50-14-6
Calciferol

: C13H24O2

Conditions

Conditions	Yield
Stage #1: Calciferol With ozone Stage #2: With sodium tetrahydroborate In methanol at -78℃;	80%

: 50-14-6
Calciferol

: 2199-86-2
6,8-dichlorocoumarin-3-carboxylic acid

: C38H46Cl2O4

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 0.25h; Inert atmosphere; Microwave irradiation;	80%

: 37149-18-1
1-oxyl-4-carboxyl-2,2,6,6-tetramethylpiperidine

: 50-14-6
Calciferol

: (1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(E,1R,4R)-1,4,5-trimethylhex-2-enyl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexanyl 2,2,6,6-tetra-methylpiperidine-1-oxyl-4-carboxylate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 26h; Inert atmosphere;	76%

: 50-14-6
Calciferol

: 185997-26-6
(1R,3aR,7aR)-1-((S)-1-hydroxypropan-2-yl)-7a-methyloctahydro-1H-inden-4-ol

Conditions

Conditions	Yield
With sodium tetrahydroborate; ozone In methanol; dichloromethane at -78℃;	75%
Stage #1: Calciferol With sodium hydrogencarbonate; ozone In methanol; dichloromethane at -78℃; Stage #2: With sodium tetrahydroborate In methanol; dichloromethane at -78 - 0℃;	60%
Stage #1: Calciferol With sodium hydrogencarbonate; ozone In methanol; dichloromethane at 20℃; Stage #2: With sodium tetrahydroborate	50%
With ozone
Multi-step reaction with 2 steps 1: ozonolysis 2: sodium tetrahydroborate View Scheme

: 50-14-6
Calciferol

: 1-(1-hydroxypropan-2-yl)-7α-methyloctahydro-1H-inden-4-ol

Conditions

Conditions	Yield
Stage #1: Calciferol With sodium hydrogencarbonate In methanol; dichloromethane at -78℃; Inert atmosphere; Stage #2: With ozone In methanol; dichloromethane for 48h; Stage #3: With methanol; sodium tetrahydroborate In dichloromethane at 20℃;	75%

: 50-14-6
Calciferol

: 108-24-7
acetic anhydride

: 2579-08-0
ergocalciferol acetate

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 0.0833333h;	71%
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 0.0833333h;	71%

: 50-14-6
Calciferol

: 84985-78-4
(4R,7aR)-1-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-4-((R,Z)-1-hydroxy-2-((S)-5-hydroxy-2-methylenecyclohexylidene)ethyl)-7a-methyloctahydro-1H-inden-4-ol

Conditions

Conditions	Yield
With potassium permanganate	70%
With potassium permanganate In ethanol at -20℃; for 2h;	65%
With potassium permanganate In ethanol; water at -30 - 45℃;	1.9 g
With potassium permanganate
With potassium permanganate In ethanol; water at -45 - 20℃; for 4.5h; regioselective reaction;

: 50-14-6
Calciferol

: 79918-70-0
[1S-[1β(R*),3aα,7aβ]]-octahydro-1-(2-hydroxy-1-methylethyl)-7a-methyl-4H-inden-4-one

Conditions

Conditions	Yield
Stage #1: Calciferol With ozone In methanol; dichloromethane at -70℃; Stage #2: With sodium tetrahydroborate In methanol; dichloromethane	68%
Multi-step reaction with 3 steps 1: acetonitrile 2: ruthenium trichloride; sodium periodate / acetonitrile; ethyl acetate; water 3: ruthenium trichloride; sodium periodate / acetonitrile; ethyl acetate; water View Scheme

: 50-14-6
Calciferol

: 84985-78-4, 54661-20-0
(3S,5Z,7Ξ)-9,10-seco-8ξ-ergosta-5,10(19),22t-triene-3,7,8-triol

Conditions

Conditions	Yield
With potassium permanganate In ethanol; water at -20 - 40℃; for 0.75h;	65%
With potassium permanganate In tetrahydrofuran; water	65%
With potassium permanganate In ethanol at -30 - 45℃; for 4.16667h;	62.7%
With potassium permanganate In ethanol; water	40.4%
With potassium permanganate

: 50-14-6
Calciferol

: 2524-64-3
chlorophosphoric acid diphenyl ester

: ergocalciferol diphenyl phosphate

Conditions

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylamine In dichloromethane at 20℃; for 20h;	63%

Vitamin D2 Consensus Reports

EPA Extremely Hazardous Substances List.

Vitamin D2 Specification

Vitamin D2 is a provitamin form of vitamin D, also called Ergocalciferol. With then CAS number 50-14-6, Ergocalciferol may be used as a vitamin D supplement, and a 2011 clinical guideline considered it to be as effective as cholecalciferol. Ergosterol gliadin in ethanol, in the UV irradiation open-loop, the reaction solution vacuum concentration, frozen, filtration. Filter liquid nitrogen, vacuum concentration to dry, vitamin D2 crude oil, refined products in. Vitamin D2 is also called VIOSTEROL;(3beta,5Z,7E,22E)-9,10-Secoerga-5,7,10(19),22-tetraen-3-ol; (3beta,5Z,7E,22E)-9,10-Secoergosta-5,7,10(19)-,22-tetraen-3-ol; (3-beta,5z,7e,22e)-9,10-secoergosta-5,7,10,(19),22-tetraen-3-ol; (5E,7E,22E)-9,10-Secoergosta-5,7,10,22-tetraen-3-ol.

Physical properties about Vitamin D2 are: (1)ACD/LogP: 9.148; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.15; (4)ACD/LogD (pH 7.4): 9.15; (5)ACD/BCF (pH 5.5): 1000000.00; (6)ACD/BCF (pH 7.4): 1000000.00; (7)ACD/KOC (pH 5.5): 2255513.00; (8)ACD/KOC (pH 7.4): 2255513.00; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Index of Refraction: 1.53; (13)Molar Refractivity: 125.793 cm³; (14)Molar Volume: 406.99 cm³; (15)Polarizability: 49.868 10-24cm³; (16)Surface Tension: 37.2000007629395 dyne/cm; (17)Density: 0.975 g/cm³; (18)Flash Point: 218.211 °C; (19)Enthalpy of Vaporization: 89.077 kJ/mol; (20)Boiling Point: 504.199 °C at 760 mmHg

When you are using Vitamin D2, please be cautious about it as the following:
1. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer);
2. Wear suitable protective clothing and gloves;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. Wear suitable protective clothing;
5. Wear suitable protective clothing, gloves and eye/face protection;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1;
(2)InChIKey=MECHNRXZTMCUDQ-RKHKHRCZSA-N;
(3)SmilesC1[C@@]2([C@H](\C(=C\C=C3/C(CC[C@@H](C3)O)=C)CC1)CC[C@@H]2[C@@H](\C=C\[C@@H](C(C)C)C)C)C;

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	oral	5mg/kg (5mg/kg)		Drugs in Japan Vol. 6, Pg. 128, 1982.
dog	LDLo	intramuscular	5mg/kg (5mg/kg)		Zeitschrift fuer die Gesamte Experimentelle Medizin. Vol. 116, Pg. 138, 1950.
dog	LDLo	intraperitoneal	10mg/kg (10mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: FLUID INTAKE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Zeitschrift fuer die Gesamte Experimentelle Medizin. Vol. 116, Pg. 138, 1950.
dog	LDLo	intravenous	5mg/kg (5mg/kg)		Zeitschrift fuer die Gesamte Experimentelle Medizin. Vol. 116, Pg. 138, 1950.
dog	LDLo	oral	4mg/kg (4mg/kg)	GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Zeitschrift fuer die Gesamte Experimentelle Medizin. Vol. 116, Pg. 138, 1950.
duck	LD50	oral	> 2gm/kg (2000mg/kg)		Defense des Vegetaux. Vol. 43(255-256), Pg. 14, 1989.
guinea pig	LDLo	oral	40mg/kg (40mg/kg)		Drugs in Japan Vol. 6, Pg. 128, 1982.
mouse	LD50	oral	23700ug/kg (23.7mg/kg)		Pesticide Manual. Vol. 9, Pg. 115, 1991.
rat	LD50	oral	10mg/kg (10mg/kg)		"Agricultural Chemicals," Thomson, W.T., 4 vols., Fresno, CA, Thomson Publications, 1976/77 revisionVol. 3, Pg. 132, 1986.
women	TDLo	oral	12600ug/kg/72 (12.6mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: ANOREXIA (HUMAN	Lancet. Vol. 1, Pg. 1164, 1980.

Product Name

Vitamin D2

Synthetic route

Vitamin D2 Consensus Reports

Vitamin D2 Specification

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