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50-14-6

Basic Information
CAS No.: 50-14-6
Name: Vitamin D2
Molecular Structure:
Molecular Structure of 50-14-6 (Vitamin D2)
Formula: C28H44O
Molecular Weight: 396.72
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;
EINECS: 200-014-9
Density: 0.97 g/cm3
Melting Point: 114-118 °C(lit.)
Boiling Point: 504.2 °C at 760 mmHg
Flash Point: 218.2 °C
Solubility: H2O: 200 mg/mL, clear to hazy
Appearance: odorless white crystals
Hazard Symbols: HarmfulXn, VeryT+, ToxicT
Risk Codes: 22-48/25-26-24/25-40-23/24/25
Safety: 28-36/37-45-28A-36-26-36/37/39-22
Transport Information: UN 2811 6.1/PG 2
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
ConditionsYield
With sodium hydroxide In ethanol at 20℃; for 0.75h; Inert atmosphere;91%
57-87-4

Ergosterol

50-14-6

Calciferol

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;
60-29-7

diethyl ether

57-87-4

Ergosterol

A

50-14-6

Calciferol

B

115-61-7

tachysterol

Conditions
ConditionsYield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;
60-29-7

diethyl ether

474-69-1

lumisterol

50-14-6

Calciferol

Conditions
ConditionsYield
UV-Licht.Irradiation;
UV-Licht.Irradiation;
60-29-7

diethyl ether

115-61-7

tachysterol

50-14-6

Calciferol

Conditions
ConditionsYield
at 20℃; UV-Licht.Irradiation;
21307-05-1

previtamin D2

50-14-6

Calciferol

Conditions
ConditionsYield
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
ConditionsYield
Irradiation.UV-Licht <λ: >290 nm>;
474-69-1

lumisterol

50-14-6

Calciferol

Conditions
ConditionsYield
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
ConditionsYield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;
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
ConditionsYield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;
64-17-5

ethanol

57-87-4

Ergosterol

71-43-2

benzene

A

50-14-6

Calciferol

B

115-61-7

tachysterol

Conditions
ConditionsYield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;
57-87-4

Ergosterol

71-43-2

benzene

50-14-6

Calciferol

Conditions
ConditionsYield
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
ConditionsYield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;
57-87-4

Ergosterol

71-43-2

benzene

A

50-14-6

Calciferol

B

115-61-7

tachysterol

Conditions
ConditionsYield
mit UV-Licht unter Kuehlung bei Luftausschluss.Irradiation;
21307-05-1

previtamin D2

71-43-2

benzene

50-14-6

Calciferol

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

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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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

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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With pyridine99%
With triethylamine In dichloromethane at -5 - 20℃;89.4%
With pyridine at 20 - 22℃; for 22h;
50-14-6

Calciferol

C28H46O3S

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With triethylamine In dichloromethane for 2h; Condensation; Heating;90%
50-14-6

Calciferol

21343-40-8

ercalcidiol

Conditions
ConditionsYield
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
ConditionsYield
In ethyl acetate at 0℃; for 1h;86%
531-81-7

2-oxo-2H-chromene-3-carboxylic acid

50-14-6

Calciferol

C38H48O4

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With potassium permanganate70%
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
ConditionsYield
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
ConditionsYield
With potassium permanganate In ethanol; water at -20 - 40℃; for 0.75h;65%
With potassium permanganate In tetrahydrofuran; water65%
With potassium permanganate In ethanol at -30 - 45℃; for 4.16667h;62.7%
With potassium permanganate In ethanol; water40.4%
With potassium permanganate
50-14-6

Calciferol

2524-64-3

chlorophosphoric acid diphenyl ester

ergocalciferol diphenyl phosphate

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

EPA Extremely Hazardous Substances List.

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.
 

 

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