Ergosterol supplier | CasNO.57-87-4

Name
Ergosterol
EINECS 200-352-7
CAS No. 57-87-4
Article Data33
CAS DataBase
Density 1 g/cm³
Solubility PRACTICALLY INSOLUBLE
Melting Point 156-158 °C(lit.)
Formula C₂₈H₄₄O
Boiling Point 501.5 °C at 760 mmHg
Molecular Weight 396.657
Flash Point 216.3 °C
Transport Information UN 2811 6.1/PG 2
Appearance white to yellow crystalline powder
Safety 28-36/37-45
Risk Codes 28-48/20/22-40-38
Molecular Structure
Hazard Symbols T+
Synonyms Ergosterol (8CI);(22E,24R)-Ergosta-5,7,22-trien-3b-ol;(24R)-Ergosta-5,7,22-trien-3b-ol;24-Methylcholesta-5,7,22-trien-3b-ol;24R-Methylcholesta-5,7,22E-trien-3b-ol;24a-Methyl-22E-dehydrocholesterol;3b-Hydroxyergosta-5,7,22-triene;Ergosterin;Provitamin D2;Reishi Mushroom PE;
PSA 20.23000
LogP 7.33080

Synthetic route

: C42H61N3O6S*C6H15N

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 16h; Heating;	76%

: 28421-56-9
3β-acetoxy-5α,8α-(4-phenyl-1,2,4-triazolidine-3,5-dione-1,2-diyl)ergosta-6,22-diene

A: 57-87-4
Ergosterol

B: 1-Isobutyl-4-phenyl-[1,2,4]triazolidin-3-one

Conditions

Conditions	Yield
With diisobutylaluminium hydride In hexane; toluene at 0℃; for 0.166667h;	A 70% B n/a

: 10123-90-7
3β-hydroxy-3',5'-dioxo-4'-phenyl-5,8<1',2'>-1',2',4'-triazolidino-5α,8α-ergosta-6,22-diene

A: 57-87-4
Ergosterol

B: 1-Isobutyl-4-phenyl-[1,2,4]triazolidin-3-one

Conditions

Conditions	Yield
With diisobutylaluminium hydride In hexane; toluene at 0℃; for 0.166667h;	A 51% B n/a

: 131321-88-5
(24R)-5,7-Ergostadiene-1α,3β,25-triol

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether for 0.05h; Irradiation;	25%

: 60-29-7
diethyl ether

: 21307-05-1
previtamin D2

A: 57-87-4
Ergosterol

B: 474-69-1
lumisterol

C: 115-61-7
tachysterol

Conditions

Conditions	Yield
at 0℃; UV-Licht.Irradiation;

...Expand

: 17398-57-1
(22E,24R)-ergosta-4,7,22-triene-3-one

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
With aluminum isopropoxide; isopropyl alcohol

: 19044-12-3
lanosterol

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
biosynthesis by Botrytis cinerea in the presence of (dl)-cis-1-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)cycloheptanol;

: 87530-75-4
benzoyloxy-3β (urazolo-1',2')-5α,8α ergostadiene-6,22

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 2h; Heating;	10 % Turnov.
With potassium hydroxide In ethanol for 2h; Heating;	10 % Turnov.

: 87530-76-5
benzoyloxy-3β (benzalamino-4' urazolo-1',2')-5α,8α ergostadiene-6,22

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 2h; Heating;	53 % Turnov.
With potassium hydroxide In ethanol for 2h; Heating;	53 % Turnov.

: 87530-79-8
benzoyloxy-3β (p-nitrophenyl-4' urazolo-1',2')-5α,8α ergostadiene-6,22

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 2h; Heating;	98 % Turnov.
With potassium hydroxide In ethanol for 2h; Heating;	98 % Turnov.

: 87530-77-6
benzoyloxy-3β (anisalamino-4' urazolo-1',2')-5α,8α ergostadiene-6,22

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 2h; Heating;	29 % Turnov.
With potassium hydroxide In ethanol for 2h; Heating;	29 % Turnov.
Multi-step reaction with 2 steps 1: 98 percent / NaNO2 (10percent) / tetrahydrofuran; acetic acid 2: 10 percent Turnov. / KOH (0.8N) / ethanol / 2 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 98 percent / 2,4-dinitro phenylhydrazine, p-toluenesulfonic acid monohydrate / H2O; tetrahydrofuran / 3 h / Heating 2: 18 percent Turnov. / KOH (0.8N) / ethanol / 2 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 98 percent / 2,4-dinitro phenylhydrazine, p-toluenesulfonic acid monohydrate / H2O; tetrahydrofuran / 3 h / Heating 2: 95 percent / PhSeOOH / tetrahydrofuran / 0.33 h / Heating 3: 10 percent Turnov. / KOH (0.8N) / ethanol / 2 h / Heating View Scheme

: 87530-78-7
benzoyloxy-3β (p-nitrobenzalamino-4' urazolo-1',2')-5α,8α ergostadiene-6,22

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 2h; Heating;	67 % Turnov.
With potassium hydroxide In ethanol for 2h; Heating;	62 % Turnov.

: 104729-32-0
benzoyloxy-3β (amino-4' urazolo-1',2')-5α,8α ergostadiene-6,22

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol for 2h; Heating;	18 % Turnov.
Multi-step reaction with 2 steps 1: 95 percent / PhSeOOH / tetrahydrofuran / 0.33 h / Heating 2: 10 percent Turnov. / KOH (0.8N) / ethanol / 2 h / Heating View Scheme

: 28487-73-2, 76035-90-0
(22E)-5α,8α-(4'-phenyl)urazoloergosta-6,22-dien-3β-yl benzoate

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 2h; Heating;	37 % Turnov.
With potassium hydroxide In ethanol for 2h; Heating;	37 % Turnov.

: 60-29-7
diethyl ether

: 2061-64-5
ergosterol peroxide

lithium alanate: lithium alanate

A: 57-87-4
Ergosterol

B 5α-ergost-7-ene-3β,5-diol: 5α-ergost-7-ene-3β,5-diol

...Expand

: 24352-51-0
(22E)-3α,5-cyclo-5α-ergosta-6,8(14),22-triene

: 76-03-9
trichloroacetic acid

A: 57-87-4
Ergosterol

B isomer(ic) ergostatrienol: isomer(ic) ergostatrienol

Conditions

Conditions	Yield
at 80℃; Kochen des Reaktionsprodukts mit aethanol. NaOH;

...Expand

: 67-66-3
chloroform

: 24352-51-0
(22E)-3α,5-cyclo-5α-ergosta-6,8(14),22-triene

: 76-03-9
trichloroacetic acid

A: 57-87-4
Ergosterol

B isomer(ic) ergostatrienol: isomer(ic) ergostatrienol

Conditions

Conditions	Yield
at 20℃; Kochen des Reaktionsprodukts mit aethanol. NaOH;

...Expand

: 71-23-8
propan-1-ol

: 516-85-8
9(11)-dehydroergosterol

sodium: sodium

A: 57-87-4
Ergosterol

B: 516-84-7
ergosta-7,9(11),22-triene-3β-ol

C: 2465-11-4
(22E)-ergosta-7,22-dien-3β-ol

...Expand

: 64-17-5
ethanol

: 516-85-8
9(11)-dehydroergosterol

sodium: sodium

A: 57-87-4
Ergosterol

B: 516-84-7
ergosta-7,9(11),22-triene-3β-ol

C: 2465-11-4
(22E)-ergosta-7,22-dien-3β-ol

...Expand

: 17398-57-1
(22E,24R)-ergosta-4,7,22-triene-3-one

: 555-31-7
aluminum isopropoxide

: 67-63-0
isopropyl alcohol

A: 57-87-4
Ergosterol

B: 6538-05-2
24βF-methyl-cholestatrien-(4.7.22t)-ol-(3α)

C: 97583-19-2
ergosta-4,7,22-trien-3-ol

D ergostatrien-(5.7.22t)-ol-(3α): ergostatrien-(5.7.22t)-ol-(3α)

...Expand

: 125315-55-1
22-hydroxy-5α,8α-(4-phenyl-3,5-dioxo-1,2,4-triazolidine-1,2-diyl)-23,24-dinorchol-6-ene-1α,3β-diol 1,3-diacetate

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: pyridine / 4 h / Ambient temperature 2: 1) NaI / 1) DMF, 30 min, 80 deg C, 2) 30 min, 80 deg C 3: 79 percent / KOH / methanol / 0.5 h / Heating 4: 90 percent / PPTS / CH2Cl2 / 24 h / Ambient temperature 5: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h 6: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature 7: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C 8: 86 percent / LiAlH4 / tetrahydrofuran / Heating 9: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation View Scheme

Yield

Multi-step reaction with 9 steps
1: pyridine / 4 h / Ambient temperature
2: 1) NaI / 1) DMF, 30 min, 80 deg C, 2) 30 min, 80 deg C
3: 79 percent / KOH / methanol / 0.5 h / Heating
4: 90 percent / PPTS / CH2Cl2 / 24 h / Ambient temperature
5: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h
6: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature
7: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C
8: 86 percent / LiAlH4 / tetrahydrofuran / Heating
9: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation
View Scheme

: 125315-53-9
22-Oxo-5α,8α-(4-phenyl-3,5-dioxo-1,2,4-triazolidine-1,2-diyl)-23,24-dinor-6-cholene-1α,3β-diyl diacetate

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: 950 g / NaBH4 / methanol / 0.17 h / Ambient temperature 2: pyridine / 4 h / Ambient temperature 3: 1) NaI / 1) DMF, 30 min, 80 deg C, 2) 30 min, 80 deg C 4: 79 percent / KOH / methanol / 0.5 h / Heating 5: 90 percent / PPTS / CH2Cl2 / 24 h / Ambient temperature 6: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h 7: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature 8: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C 9: 86 percent / LiAlH4 / tetrahydrofuran / Heating 10: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation View Scheme

Yield

Multi-step reaction with 10 steps
1: 950 g / NaBH4 / methanol / 0.17 h / Ambient temperature
2: pyridine / 4 h / Ambient temperature
3: 1) NaI / 1) DMF, 30 min, 80 deg C, 2) 30 min, 80 deg C
4: 79 percent / KOH / methanol / 0.5 h / Heating
5: 90 percent / PPTS / CH2Cl2 / 24 h / Ambient temperature
6: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h
7: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature
8: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C
9: 86 percent / LiAlH4 / tetrahydrofuran / Heating
10: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation
View Scheme

: 131249-29-1
22-Phenylsulfonyl-5α,8α-(4-phenyl-3,5-dioxo-1,2,4-triazolidine-1,2-diyl)-23,24-dinor-6-cholene-1α,3β-diol

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 90 percent / PPTS / CH2Cl2 / 24 h / Ambient temperature 2: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h 3: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature 4: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C 5: 86 percent / LiAlH4 / tetrahydrofuran / Heating 6: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation View Scheme

Yield

Multi-step reaction with 6 steps
1: 90 percent / PPTS / CH2Cl2 / 24 h / Ambient temperature
2: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h
3: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature
4: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C
5: 86 percent / LiAlH4 / tetrahydrofuran / Heating
6: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation
View Scheme

: 131249-28-0
22-Phenylsulfonyl-5α,8α-(4-phenyl-3,5-dioxo-1,2,4-triazolidine-1,2-diyl)-23,24-dinor-6-cholene-1α,3β-diyl Diacetate

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 79 percent / KOH / methanol / 0.5 h / Heating 2: 90 percent / PPTS / CH2Cl2 / 24 h / Ambient temperature 3: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h 4: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature 5: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C 6: 86 percent / LiAlH4 / tetrahydrofuran / Heating 7: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation View Scheme

Yield

Multi-step reaction with 7 steps
1: 79 percent / KOH / methanol / 0.5 h / Heating
2: 90 percent / PPTS / CH2Cl2 / 24 h / Ambient temperature
3: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h
4: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature
5: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C
6: 86 percent / LiAlH4 / tetrahydrofuran / Heating
7: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation
View Scheme

: 131249-26-8
5α,8α-(4-Phenyl-3,5-dioxo-1,2,4-triazolidine-1,2-diyl)-23,24-dinor-6-cholene-1α,3β,22-triyl 1α,3β-Diacetate 22-p-Toluenesulfonate

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 1) NaI / 1) DMF, 30 min, 80 deg C, 2) 30 min, 80 deg C 2: 79 percent / KOH / methanol / 0.5 h / Heating 3: 90 percent / PPTS / CH2Cl2 / 24 h / Ambient temperature 4: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h 5: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature 6: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C 7: 86 percent / LiAlH4 / tetrahydrofuran / Heating 8: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation View Scheme

Yield

Multi-step reaction with 8 steps
1: 1) NaI / 1) DMF, 30 min, 80 deg C, 2) 30 min, 80 deg C
2: 79 percent / KOH / methanol / 0.5 h / Heating
3: 90 percent / PPTS / CH2Cl2 / 24 h / Ambient temperature
4: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h
5: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature
6: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C
7: 86 percent / LiAlH4 / tetrahydrofuran / Heating
8: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation
View Scheme

: 131249-30-4
22-Phenylsulfonyl-5α,8α-(4-phenyl-3,5-dioxo-1,2,4-triazolidine-1,2-diyl)-1α,3β-bis(tetrahydropyranyloxy)-23,24-dinor-6-cholene

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h 2: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature 3: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C 4: 86 percent / LiAlH4 / tetrahydrofuran / Heating 5: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation View Scheme

: 131249-35-9, 131321-86-3
(24R)-5α,8α-(4-Phenyl-3,5-dioxo-1,2,4-triazolidine-1,2-diyl)-1α,3β,25-tris(tetrahydropyranyloxy)-6-ergostene

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C 2: 86 percent / LiAlH4 / tetrahydrofuran / Heating 3: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation View Scheme

: 131249-33-7
(24R)-22-Phenylsulfonyl-5α,8α-(4-phenyl-3,5-dioxo-1,2,4-triazolidine-1,2-diyl)-1α,3β,25-tris(tetrahydropyranyloxy)-6-ergostene

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature 2: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C 3: 86 percent / LiAlH4 / tetrahydrofuran / Heating 4: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation View Scheme

: 131249-25-7, 131321-85-2
(3S)-4-iodo-2,3-dimethyl-2-butanol tetrahydropyranyl ether

: 57-87-4
Ergosterol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 1) BuLi, HMPA / 1) THF, -78 deg C to -20 deg C, 20 min, 2) THF, -20 deg C, 1.5h 2: 53 percent / sodium amalgam (5percent), Na2HPO4 / methanol / 16 h / Ambient temperature 3: 83 percent / p-TsOH*H2O, 95percent EtOH / 4 h / 80 °C 4: 86 percent / LiAlH4 / tetrahydrofuran / Heating 5: 25 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation View Scheme

: 57-87-4
Ergosterol

: 108-24-7
acetic anhydride

: 1108-03-8, 2874-25-1, 3957-39-9, 57760-54-0, 60018-28-2, 78148-63-7, 125225-12-9, 2418-45-3
ergosterol acetate

Conditions

Conditions	Yield
With pyridine at 20℃; for 3h; Inert atmosphere;	100%
With pyridine at 20℃; for 24h;	96%
With pyridine; dmap In dichloromethane at 20℃;	92%

: 15988-11-1
4-Phenylurazole

: 57-87-4
Ergosterol

: 10123-90-7
3β-hydroxy-3',5'-dioxo-4'-phenyl-5,8<1',2'>-1',2',4'-triazolidino-5α,8α-ergosta-6,22-diene

Conditions

Conditions	Yield
In acetone at 20℃; for 15h;	100%
With (PhSeO)2O In tetrahydrofuran for 2h; Ambient temperature;	96%

: 109-87-5
Dimethoxymethane

: 57-87-4
Ergosterol

: 95307-27-0
O-methoxymethyl-ergosterol

Conditions

Conditions	Yield
With phosphorus pentoxide	100%
With phosphorus pentoxide at 20℃; for 1h;	89%

: 57-87-4
Ergosterol

: 632-32-6
(3β,5α)-ergost-8(14)-en-3-ol

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In methanol; dichloromethane at 20℃; for 20h;	99%
With diethyl ether; palladium at 20℃; Hydrogenation;
With diethyl ether; palladium Hydrogenation;

: 57-87-4
Ergosterol

: 2465-11-4
(22E)-ergosta-7,22-dien-3β-ol

Conditions

Conditions	Yield
With tert-Amyl alcohol; ammonia; lithium In tetrahydrofuran at -78℃; for 4h;	99%
With diisobutylaluminium hydride In toluene at 110℃; for 6h; in sealed flask;	94%
With diethyl ether; palladium Hydrogenation;

: 57-87-4
Ergosterol

: 57-10-3
1-hexadecylcarboxylic acid

: 3992-98-1
ergosterol palmitate

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate In 1,3,5-trimethyl-benzene for 24h; Reflux;	99%
With enzyme-substance from pig's pancreas
at 190℃;

: 143-07-7
lauric acid

: 57-87-4
Ergosterol

: 29398-23-0
ergosterol laurate

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate In 1,3,5-trimethyl-benzene for 24h; Reflux;	99%
With hydrogenchloride; sodium dodecyl-sulfate Inert atmosphere;

: 124-07-2
Octanoic acid

: 57-87-4
Ergosterol

: 29398-29-6
C36H58O2

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate In 1,3,5-trimethyl-benzene for 12h; Reflux;	99%

: 334-48-5
1-decanoic acid

: 57-87-4
Ergosterol

: 29398-30-9
C38H62O2

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate In 1,3,5-trimethyl-benzene for 12h; Reflux;	99%

: 57-87-4
Ergosterol

: 544-63-8
n-tetradecanoic acid

: 23637-23-2
C42H70O2

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate In 1,3,5-trimethyl-benzene for 12h; Reflux;	99%

: 57-87-4
Ergosterol

: 57-11-4
stearic acid

: 23637-22-1
ergosteryl stearate

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate In 1,3,5-trimethyl-benzene for 24h; Reflux;	99%

: 3426-71-9
Benzyl N-hydroxycarbamate

: 57-87-4
Ergosterol

: C35H49NO4

Conditions

Conditions	Yield
With pyridine; copper(l) chloride In tetrahydrofuran at 20℃; for 2h;	99%

: 57-87-4
Ergosterol

: 124-63-0
methanesulfonyl chloride

: 15072-98-7
methylsulfonylergosterol

Conditions

Conditions	Yield
With pyridine at 10℃; for 1h; Inert atmosphere;	98%
With pyridine at 10℃; for 1h;	94%
With pyridine at 10℃; for 1h;	94%

: 57-87-4
Ergosterol

: 75-36-5
acetyl chloride

: 1108-03-8, 2874-25-1, 3957-39-9, 57760-54-0, 60018-28-2, 78148-63-7, 125225-12-9, 2418-45-3
ergosterol acetate

Conditions

Conditions	Yield
With pyridine In dichloromethane	98%
With pyridine In dichloromethane at 0 - 20℃; for 18h;	94%

: 57-87-4
Ergosterol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 95307-26-9
3β-tert-Butyldimethylsilyloxy-ergosta-5,7,22-triene

Conditions

Conditions	Yield
With pyridine; 1H-imidazole In toluene at 110℃; for 3h; Inert atmosphere;	98%
With pyridine; 1H-imidazole at 25℃; for 2h; Etherification;	97%
With 1H-imidazole In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h; Inert atmosphere;

: 32315-10-9
bis(trichloromethyl) carbonate

: 57-87-4
Ergosterol

: ergosterol chloroformate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 10℃; for 18h;	98%

: 57-87-4
Ergosterol

: 23637-31-2
5α,6α-epoxy-24(R)-methylcholesta-7,22-dien-3β-ol

Conditions

Conditions	Yield
With potassium carbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane; water at 25℃; for 0.75h; diastereoselective reaction;	98%
With potassium carbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane; water at 25℃; for 0.75h; Sonication;	98%

: 57-87-4
Ergosterol

: 13274-45-8
4-(p-nitrophenyl)urazole

: 87530-80-1
(p-nitrophenyl-4' urazolo-1',2')-5α,8α ergostadiene-6,22 ol-3β

Conditions

Conditions	Yield
With (PhSeO)2O In tetrahydrofuran for 2h; Ambient temperature;	97%

: 57-87-4
Ergosterol

: 98-59-9
p-toluenesulfonyl chloride

: 51373-27-4
(22E,24R)-5α-ergosta-5,7,22-triene-3-p-toluenesulfonate

Conditions

Conditions	Yield
With sodium carbonate In toluene at 10℃; for 2h; Reagent/catalyst; Temperature;	96.3%

: 57-87-4
Ergosterol

: 17608-76-3
(22E,24R)-ergosta-7,22-dien-3β-ol

Conditions

Conditions	Yield
With diisobutylaluminium hydride In toluene at 110℃; for 60h;	96%
With lithium; ethylamine

: 6089-09-4
4-pentynoic acid

: 57-87-4
Ergosterol

: 3β‑pentynoyloxy‑ergosta‑5,7,22‑trien

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 24h; Inert atmosphere;	96%

: 53293-00-8
hex-5-ynoic acid

: 57-87-4
Ergosterol

: 3β‑hexynoyloxy‑ergosta‑5,7,22‑trien

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 24h; Inert atmosphere;	96%

: 57-87-4
Ergosterol

: 98-88-4
benzoyl chloride

: 5035-30-3
(3β,22E)-ergosta-5,7,22-trien-3-ol benzoate

Conditions

Conditions	Yield
With pyridine for 6h; Ambient temperature;	95%
With pyridine

: 57-87-4
Ergosterol

: 598-21-0
2-Bromoacetyl bromide

: 3β-bromoacetate-ergosta-5,7,12-triene

Conditions

Conditions	Yield
With calcium hydride; N-benzyl-N,N,N-triethylammonium chloride In toluene	95%

: 57-87-4
Ergosterol

: 79917-37-6
2-nitrosopyridine

: C33H48N2O2

Conditions

Conditions	Yield
In dichloromethane at 0℃; for 0.5h; nitroso-Diels-Alder reaction; stereoselective reaction;	95%

: 57-87-4
Ergosterol

: 151767-11-2
2,3,4,5-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate

: 1354766-16-7
ergosterol-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside)

Conditions

Conditions	Yield
Stage #1: Ergosterol; 2,3,4,5-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Molecular sieve; Stage #2: With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere;	95%

: 30964-00-2
hept-6-ynoic acid

: 57-87-4
Ergosterol

: 3β‑heptynoyloxy‑ergosta‑5,7,22‑trien

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 24h; Inert atmosphere;	95%

: 2596-47-6, 147677-05-2, 34749-55-8
(E)-3-(4-acetoxy-3-methoxyphenyl)acrylic acid

: 57-87-4
Ergosterol

: 3-O-(trans-4-O-acetylferuloyl)ergosterol

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 100℃; under 13501.4 Torr; for 0.25h; Microwave irradiation;	94%

: 57-87-4
Ergosterol

: 2061-64-5
ergosterol peroxide

Conditions

Conditions	Yield
With oxygen; phloxine B In methanol at 5℃; for 3h; Irradiation; Inert atmosphere;	93%
With oxygen In methanol Diels-Alder Cycloaddition; UV-irradiation;	93%
With oxygen; 5,10,15,20-tetraphenylporphyrin In dichloromethane at 0℃; for 4h; Irradiation;	70%

: 57-87-4
Ergosterol

: 203435-09-0
2,3,4,6-tetra-O-benzoyl-α,b-D-galactopyranosyl trichloroacetimidate

: 1390620-14-0
ergosterol-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranoside)

Conditions

Conditions	Yield
Stage #1: Ergosterol; 2,3,4,6-tetra-O-benzoyl-α,b-D-galactopyranosyl trichloroacetimidate In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Molecular sieve; Stage #2: With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere;	93%

Ergosterol Standards and Recommendations

ASSAY OF Ergosterol: 90.0% min
OPTICAL ROTATION: -122^° ~ -132^° (C=1.2 in CHCl₃)

Ergosterol Specification

The CAS registry number of Ergosterol is 57-87-4. Its EINECS registry number is 200-352-7. The IUPAC name is (3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol. In addition, the molecular formula is C₂₈H₄₄O and the molecular weight is 396.65. What's more, it is a biological precursor (a provitamin) to vitamin D2 and belongs to the classes of Pharmaceutical Intermediates; Steroids; Biochemistry; Hydroxysteroids; Vitamins; Vitamins and derivatives.

Physical properties about this chemical are: (1)ACD/LogP: 9.30; (2)# of Rule of 5 Violations: 1; (3)#H bond acceptors: 1; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 5; (6)Polar Surface Area: 9.23 Å²; (7)Index of Refraction: 1.542; (8)Molar Refractivity: 124.19 cm³; (9)Molar Volume: 394 cm³; (10)Polarizability: 49.23 ×10^-24cm³; (11)Surface Tension: 38.9 dyne/cm; (12)Density: 1 g/cm³; (13)Flash Point: 216.3 °C; (14)Enthalpy of Vaporization: 88.71 kJ/mol; (15)Boiling Point: 501.5 °C at 760 mmHg; (16)Vapour Pressure: 3.7E-12 mmHg at 25°C.

Preparation of Ergosterol: Ergosterol is present in cell membranes of fungi yet absent in those of animals. And it is also present in the cell membranes of some protists, such as trypanosomes. In addition, it can be extracted from yeast. And it also can be extracted from tobacco.

Uses of Ergosterol: it can be used in biochemical research and used as an indicator of fungal biomass in soil. And it can be used to get ergosterone. This reaction will need reagent aluminum triisopropoxide and solvents toluene and cyclohexanone. The reaction time is 20 minutes by heating. The yield is about 75%.

Ergosterol can be used to get ergosterone

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to the skin and very toxic if swallowed. There is limited evidence of a carcinogenic effect . And it has danger of serious damage to health by prolonged exposure through inhalation and if swallowed. When you are using it, wear suitable protective clothing and gloves. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer). In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O[C@@H]4C/C3=C/C=C1\[C@H](CC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@H](C)C(C)C)C)C)[C@@]3(C)CC4
(2)InChI: InChI=1/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1
(3)InChIKey: DNVPQKQSNYMLRS-APGDWVJJBI

Product Name

Ergosterol

Synthetic route

Ergosterol Standards and Recommendations

Ergosterol Specification

Related Products

Hot Products