Dihydrotachysterol supplier

Name
Dihydrotachysterol
EINECS 200-672-7
CAS No. 67-96-9
Article Data16
CAS DataBase
Density 1.003 g/cm³
Solubility
Melting Point 116-120°C
Formula C₂₈H₄₆O
Boiling Point 499.5 °C at 760 mmHg
Molecular Weight 398.673
Flash Point 217.6 °C
Transport Information
Appearance
Safety 36
Risk Codes 22
Molecular Structure
Hazard Symbols
Synonyms 9,10-Secoergosta-5,7,22-trien-3-ol,(3b,5E,7E,10a,22E)- (9CI);Tachysterol,dihydro- (7CI,8CI);Tachysterol2, dihydro- (6CI);24-Methyl-9,10-secocholesta-5,7,22-trien-3b-ol;9,10-Secoergosta-5,7,22-trien-3b-ol;A.T. 10;A.T. 10 (steroid);Anti-tetany substance 10;Antitanil;Calcamine;DHT2;Dichystrolum;Dihydral;
PSA 20.23000
LogP 7.72090

Synthetic route

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

A: 65377-91-5
(3S,5E,7E,10R)-9,10-seco-ergosta-5,7,22t-trien-3-ol

B: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
With bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride In tetrahydrofuran for 2.5h;	A 6.5% B 86%
With bis(cyclopentadienyl)titanium dichloride In tetrahydrofuran; toluene for 1.5h; Ambient temperature;	A 38% B 57%

: 142980-94-7, 143060-77-9
dihydrotachysterol2 tert-butyldimethylsilyl ether

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 1h; Ambient temperature;	86%

: 50-14-6
Calciferol

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
With sodium; butan-1-ol
With pentan-1-ol; sodium
With sodium; glycerol; xylene
With sodium; ethylene glycol; xylene
Multi-step reaction with 2 steps 1: 58 percent / iodine / diethyl ether / 2.5 h 2: 86 percent / LiAlH4, Cp2TiCl2 / tetrahydrofuran / 2.5 h View Scheme

: 67-96-9, 807-27-2, 7665-90-9, 34611-22-8, 62777-58-6, 65377-86-8, 65377-91-5, 116559-85-4, 116559-86-5, 143060-73-5
(3aR)-3ar-Methyl-3c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-7-[2-((2S)-5t-hydroxy-2r-methyl-cyclohexyliden-(seqcis))-aethyliden-(seqtrans)]-(7atH)-hexahydro-indan

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
ueber mehrere Stufen;

: 115-61-7
tachysterol

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
With ammonia; lithium
With sodium; diethylamine
With sodium; N-methylaniline

: 115-61-7
tachysterol

A: 67-96-9
Dihydrotachysterol2

B: 104396-98-7
toxisterol2 R

Conditions

Conditions	Yield
With ethanol; sodium
With ethanol; sodium Isolierung als O-Allophanoyl-Derivat;

: 104396-98-7
toxisterol2 R

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
ueber mehrere Stufen;

: 56-23-5
tetrachloromethane

: 50-14-6
Calciferol

: 107-21-1
ethylene glycol

sodium: sodium

A: 67-96-9
Dihydrotachysterol2

B: 67-96-9, 807-27-2, 7665-90-9, 34611-22-8, 62777-58-6, 65377-86-8, 65377-91-5, 116559-85-4, 116559-86-5, 143060-73-5
(3aR)-3ar-Methyl-3c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-7-[2-((2S)-5t-hydroxy-2r-methyl-cyclohexyliden-(seqcis))-aethyliden-(seqtrans)]-(7atH)-hexahydro-indan

C: 104396-98-7
toxisterol2 R

...Expand

: 56-23-5
tetrachloromethane

: 50-14-6
Calciferol

: 56-81-5
glycerol

sodium: sodium

A: 67-96-9
Dihydrotachysterol2

B: 67-96-9, 807-27-2, 7665-90-9, 34611-22-8, 62777-58-6, 65377-86-8, 65377-91-5, 116559-85-4, 116559-86-5, 143060-73-5
(3aR)-3ar-Methyl-3c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-7-[2-((2S)-5t-hydroxy-2r-methyl-cyclohexyliden-(seqcis))-aethyliden-(seqtrans)]-(7atH)-hexahydro-indan

C: 104396-98-7
toxisterol2 R

...Expand

: 50-14-6
Calciferol

: 71-36-3
butan-1-ol

sodium: sodium

A: 67-96-9
Dihydrotachysterol2

B: 67-96-9, 807-27-2, 7665-90-9, 34611-22-8, 62777-58-6, 65377-86-8, 65377-91-5, 116559-85-4, 116559-86-5, 143060-73-5
(3aR)-3ar-Methyl-3c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-7-[2-((2S)-5t-hydroxy-2r-methyl-cyclohexyliden-(seqcis))-aethyliden-(seqtrans)]-(7atH)-hexahydro-indan

C: 104396-98-7
toxisterol2 R

...Expand

5,6-trans-ergocalciferol: 5,6-trans-ergocalciferol

A: 65377-91-5
(3S,5E,7E,10R)-9,10-seco-ergosta-5,7,22t-trien-3-ol

B: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
With Wilkinson's catalyst; benzene Hydrogenation;

O-<3.5-dinitro-4-methyl-benzoyl>-tachysterol2: O-<3.5-dinitro-4-methyl-benzoyl>-tachysterol2

A: 67-96-9
Dihydrotachysterol2

B: 104396-98-7
toxisterol2 R

Conditions

Conditions	Yield
With propan-1-ol; sodium
With propan-1-ol; sodium Isolierung als O-Allophanoyl-Derivat;

: 71-23-8
propan-1-ol

: 115-61-7
tachysterol

sodium: sodium

A: 67-96-9
Dihydrotachysterol2

B: 104396-98-7
toxisterol2 R

...Expand

: 64-17-5
ethanol

: 115-61-7
tachysterol

sodium: sodium

A: 67-96-9
Dihydrotachysterol2

B: 104396-98-7
toxisterol2 R

...Expand

: 142980-92-5
(2E)-2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanol

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: 85 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h 3: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature View Scheme

: 142980-91-4
(2E)-ethyl <(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethanoate

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C 3: 85 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h 4: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature View Scheme

: 141277-81-8
(2E)-<2-<(2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-2'-methylcyclohexylidene>ethyl>diphenylphosphine oxide

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h 2: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature View Scheme

: 142980-89-0
ethyl <(1'R,2'S,5'S)-1',5-'dihydroxy-2'-methylcyclohexyl>ethanoate

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 90 percent / imidazole / dimethylformamide / 24 h 2: 93 percent / bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl4 / 70 h / Ambient temperature 3: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C 5: 85 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h 6: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 6 steps
1: 90 percent / imidazole / dimethylformamide / 24 h
2: 93 percent / bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl4 / 70 h / Ambient temperature
3: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C
5: 85 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h
6: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature
View Scheme

: 142980-87-8, 143060-75-7
ethyl <(1'R,2'S,5'S)-6-hydroperoxy-2',6-'dimethylbicyclo<3.2.1>-7'-oxaoctyl>ethanoate

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 85 percent / pyridine, DMAP / CH2Cl2 / a) 0 deg C, 1 h, b) r.t., 2 h, c) reflux, 12 h 2: 87 percent / 0.2 M NaOEt / ethanol / 3 h / 0 °C 3: 90 percent / imidazole / dimethylformamide / 24 h 4: 93 percent / bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl4 / 70 h / Ambient temperature 5: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C 7: 85 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h 8: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 8 steps
1: 85 percent / pyridine, DMAP / CH2Cl2 / a) 0 deg C, 1 h, b) r.t., 2 h, c) reflux, 12 h
2: 87 percent / 0.2 M NaOEt / ethanol / 3 h / 0 °C
3: 90 percent / imidazole / dimethylformamide / 24 h
4: 93 percent / bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl4 / 70 h / Ambient temperature
5: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C
7: 85 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h
8: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature
View Scheme

: 142980-88-9
ethyl <(1'R,2'S,5'S)-5'-acetoxy-1'-hydroxy-2'-methylcyclohexyl>ethanoate

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 87 percent / 0.2 M NaOEt / ethanol / 3 h / 0 °C 2: 90 percent / imidazole / dimethylformamide / 24 h 3: 93 percent / bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl4 / 70 h / Ambient temperature 4: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C 6: 85 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h 7: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 7 steps
1: 87 percent / 0.2 M NaOEt / ethanol / 3 h / 0 °C
2: 90 percent / imidazole / dimethylformamide / 24 h
3: 93 percent / bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl4 / 70 h / Ambient temperature
4: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C
6: 85 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h
7: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature
View Scheme

: 142980-90-3
ethyl <(1'R,2'S,5'S)-5'-<(tert-butyldimethylsilyl)oxy>-1'-hydroxy-2'-methylcyclohexyl>ethanoate

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 93 percent / bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl4 / 70 h / Ambient temperature 2: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C 4: 85 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h 5: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 5 steps
1: 93 percent / bis<2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy>diphenylsulfurane / CCl4 / 70 h / Ambient temperature
2: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C
4: 85 percent / n-butyl lithium / hexane; tetrahydrofuran / a) -78 deg C, 30 min, b) -70 deg C, 2 h, c) to r.t., 2 h
5: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature
View Scheme

: 57-87-4
Ergosterol

: 67-96-9
Dihydrotachysterol2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Irradiation.UV-Licht 2: sodium; N-methyl-aniline View Scheme
Multi-step reaction with 2 steps 1: benzene / Irradiation.mit UV-Licht (Magnesium-Funken); Isolierung ueber das O-<3.5-Dinitro-4-methyl-benzoyl>-Derivat oder ueber das O-Acetyl-Derivat des Citraconsaeure-anhydrid-Addukts 2: sodium; ethanol / Isolierung als O-Allophanoyl-Derivat View Scheme

: 110-86-1
pyridine

: 67-96-9
Dihydrotachysterol2

: 108-24-7
acetic anhydride

: 71045-54-0
(3S,5E,7E,10S)-3-acetoxy-9,10-seco-ergosta-5,7,22t-triene

...Expand

: 67-96-9
Dihydrotachysterol2

: 108-94-1
cyclohexanone

: (6Ξ,10S)-9,10-seco-8ξ-ergosta-4,6,22t-trien-3-one semicarbazone

Conditions

Conditions	Yield
With aluminum isopropoxide; toluene Behandeln des Reaktionsprodukts mit Semicarbazid-hydrochlorid und Kaliumacetat in wss. Methanol;

: 67-96-9
Dihydrotachysterol2

: 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
Multi-step reaction with 2 steps 2: CrO3; acetic acid View Scheme

: 67-96-9
Dihydrotachysterol2

: 2234-73-3
2,3,3a,4,5,6,7,7aβ-octahydro-7aα-methyl-1R-(1α,1R,4R,5-trimethyl-2E-hexenyl)-4H-inden-4-one semicarbazide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: CrO3; acetic acid View Scheme

Dihydrotachysterol Chemical Properties

Product Name: Dihydrotachysterol (CAS NO.67-96-9)

Molecular Formula: C₂₈H₄₆O
Molecular Weight: 398.66g/mol
Mol File: 67-96-9.mol
Einecs: 200-672-7
Boiling point: 499.5 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 217.6 °C
Density: 1.003 g/cm³
Surface Tension: 43 dyne/cm
Enthalpy of Vaporization: 88.44 kJ/mol
Vapour Pressure: 4.52E-12 mmHg at 25°C
XLogP3-AA: 7.7
H-Bond Donor: 1
H-Bond Acceptor: 1
Structure Descriptors of Dihydrotachysterol (CAS NO.67-96-9):
IUPAC Name: (1S,2E,3S)-2-[(2E)-2-[(7aR)-1-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-3-methylcyclohexan-1-ol
Canonical SMILES: CC1CCCC(C1=CC=C2CCCC3(C2CCC3C(C)C=CC(C)C(C)C)C)O
Isomeric SMILES: C[C@H]\1CCC[C@@H](/C1=C/C=C/2\CCC[C@]3(C2CCC3[C@H](C)/C=C/[C@H](C)C(C)C)
C)O
InChI: InChI=1S/C28H46O/c1-19(2)20(3)12-13-22(5)25-16-17-26-23(10-8-18-28(25,26)6)14-15-24-21(4)9-7-11-27(24)29/h12-15,19-22,25-27,29H,7-11,16-18H2,1-6H3/b13-12+,23-14+,24-15+/t20-,21-,22+,25?,26?,27-,28+/m0/s1
InChIKey: DTSXXSAWQHPLEF-GFVAUXBKSA-NUHFFFAOYSA-N

Dihydrotachysterol Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	104mg/kg (104mg/kg)		Drugs in Japan Vol. 6, Pg. 330, 1982.
mouse	LD50	oral	288mg/kg (288mg/kg)		Drugs in Japan Vol. 6, Pg. 330, 1982.

Dihydrotachysterol Safety Profile

Poison by ingestion and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Information of Dihydrotachysterol (CAS NO.67-96-9):
Hazard Codes: Xn
Risk Statements: 22
22: Harmful if swallowed
Safety Statements: 36
36: Wear suitable protective clothing

Dihydrotachysterol Specification

Dihydrotachysterol ,its CAS NO. is 67-96-9,the synonyms is 9,10-Secoergosta-5,7,22-trien-3beta-ol ; 9,10-Secoergosta-5,7,22-trien-3b-ol ; Dichystrolum ; Dihydrotachysterol ; Calcamine ; At-10 ; Antitanil ; 7,22-Trien-3-ol,(3-beta,5e,7e,10-alpha,22e)-10-secoergosta-5 .

Product Name

Dihydrotachysterol

Synthetic route

Dihydrotachysterol Chemical Properties

Dihydrotachysterol Toxicity Data With Reference

Dihydrotachysterol Safety Profile

Dihydrotachysterol Specification

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