Factory direct sales, accept customization. Calcitriol (1,25-dihydroxylcholecaldiferol) is a steroid hormone with three hydroxyl groups, which is an active metabolite and the most effective form of vitamin D. Kind Pharma has its own laboratory, we
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[2H]-Pre-1,25-D3
calcitriol
Conditions | Yield |
---|---|
at 80℃; | 100% |
In acetone at 80.3℃; for 3h; | 26 mg |
at 70℃; for 2h; | |
In hexane; ethyl acetate at 65℃; | 182 mg |
In acetone at 80.3℃; Rate constant; Equilibrium constant; Thermodynamic data; var. temp.; kinetics, E(a), ΔG(excit.), ΔH(excit.), ΔS(excit.); |
calcitriol
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0 - 20℃; for 10h; Inert atmosphere; | 100% |
(1R,3aS,7aR)-1-((R)-5-Methoxymethoxy-1,5-dimethyl-hexyl)-7a-methyl-4-[2-[(3S,5R)-2-methylene-3,5-bis-triisopropylsilanyloxy-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-octahydro-indene
calcitriol
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 2h; | 95% |
C
calcitriol
Conditions | Yield |
---|---|
With AG 50W-X4 resin In methanol; benzene at 20℃; for 19h; | A 95% B n/a C n/a |
calcitriol
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 24h; | 81% |
calcitriol
Conditions | Yield |
---|---|
Stage #1: 1α-[(triethylsilyl)oxy]-24-(tert-butoxycarbonyl)-25,26,27-trisnorvitamin D3 triethylsilyl ether With methyllithium In diethyl ether at 0℃; for 0.5h; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran for 0.75h; Darkness; | 81% |
Conditions | Yield |
---|---|
In diethyl ether at -78℃; for 0.333333h; | 80% |
(1S),3(R)-9,10-secocholesta-5(E),7(E),10(19)-triene-1,3,25-triol
calcitriol
Conditions | Yield |
---|---|
With 9-acetylanthracene In ethanol Inert atmosphere; UV-irradiation; Cooling with ice; | 78% |
With 9-acetylanthracene In methanol at 0℃; for 2h; Irradiation; | 66% |
(1S),3(R)-bis<(tert-butyldimethylsilyl)oxy>-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol
calcitriol
Conditions | Yield |
---|---|
With n-BuNF In tetrahydrofuran at 45℃; for 4h; | 71% |
With tetrabutyl ammonium fluoride In tetrahydrofuran for 24h; Ambient temperature; in the dark; Yield given; | |
With camphor-10-sulfonic acid In methanol at 20℃; for 12h; desilylation; |
calcitriol
Conditions | Yield |
---|---|
In acetone at 80℃; for 4h; | 70% |
7,8-cis-1α,25-dihydroxyvitamin D3
calcitriol
Conditions | Yield |
---|---|
With 9-acetylanthracene In d(4)-methanol for 1.5h; Irradiation; | 67% |
(1R,3aR,7aR)-4-{(E)-2-[(1S,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-bicyclo[3.1.0]hex-1-yl]-vinyl}-1-((R)-5-hydroxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-ol
calcitriol
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In 1,4-dioxane; water | 64% |
(R)-1-[(1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexyl]-2-[(1R,3aS,7aR)-1-[(R)-5-(tert-butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-7a-methyl-octahydro-inden-(4E)-ylidene]-ethanol
A
calcitriol
B
(1R,3S,5R)-5-{(E)-2-[(1R,7aR)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methylene-cyclohexane-1,3-diol
Conditions | Yield |
---|---|
With hydrogen fluoride; silica gel; copper(II) sulfate 1) C6H6, 50 deg C, 1.5h, 2) MeOH, THF, r.t., 5h; Yield given. Multistep reaction; | A n/a B 57% |
With hydrogen fluoride; silica gel; copper(II) sulfate 1) C6H6, 50 deg C, 1.5h, 2) MeOH, THF, r.t., 5h; Yield given. Multistep reaction; | A 33% B n/a |
(1S,6R)-1-hydroxy-6-(1,3-benzodithiol-2-yloxy)-25-tetrahydropyranyloxy-3,5-cyclovitamin D3
calcitriol
Conditions | Yield |
---|---|
With phosphomolybdic acid hydrate In 1,4-dioxane; water at 30℃; for 3h; | 30% |
1α,3β,25-trihydroxycholesta-5,7-diene
calcitriol
Conditions | Yield |
---|---|
Stage #1: 1α,3β,25-trihydroxycholesta-5,7-diene In 1,4-dioxane High-pressure mercury lamp; Stage #2: at 100℃; Photomicroreactor; thermalmicroreactor; | 8% |
(i) EtOH, (UV-irradiation), (ii) (heating); Multistep reaction; | |
Multi-step reaction with 2 steps 1: tBuOMe / 0.92 h / -45 °C / Irradiation 2: 182 mg / ethyl acetate; hexane / 65 °C View Scheme | |
Multi-step reaction with 3 steps 1: 6 mg / tBuOMe / 0.92 h / -45 °C / Irradiation 2: 25 mg / tBuOMe, fluorenone / -5 °C / Irradiation 3: 182 mg / ethyl acetate; hexane / 65 °C View Scheme |
(1R,3aR,7aR)-1-{(1R)-1,5-dimethyl-5-[(trimethylsilyl)oxy]hexyl}-7a-methyloctahydro-4H-inden-4-one
[(2Z)-2-[(3S,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
calcitriol
Conditions | Yield |
---|---|
With n-butyllithium 1.) THF, n-hexane, -78 deg C, 5 min, 2.) THF, n-hexane, -78 deg C, 2 h; Yield given. Multistep reaction; |
<1R-<1α(R*),3aβ,4α<(E)-(1S*,3S*,5R*)>,7aα>>-octahydro-4-hydroxy-4-<2-(3-hydroxy-2-methylenebicyclo<3.1.0>hexan-1-yl)ethenyl>-α,α,ε-tetramethyl-1H-indene-pentanol
calcitriol
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid 1.) dioxan, water; 2.) t-butylmethyl ether, irradiation; Yield given. Multistep reaction; | |
With tert-butyl methyl ether; 9-acetoxyanthracene; toluene-4-sulfonic acid 1.) dioxane, H2O, 75 deg C, 4 h, 2.) irradiation, 1 h; Yield given. Multistep reaction; |
anti-3-(tertbutyldimethylsiloxy)-5-(tert-butyldiphenylsiloxy)-1-octen-7-yne
(E)-(20R)-de-A,B-8-(bromomethylene)cholestan-25-ol
calcitriol
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tetrabutyl ammonium fluoride; thiamine diphosphate; triethylamine 1.) toluene, reflux, 2 h, 2.) THF, RT, 30 h; Yield given. Multistep reaction; |
(3bR,5aR,6R,8aR,10S)-10-((3S,5R)-3,5-Dihydroxy-2-methyl-cyclohex-1-enyl)-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione
A
calcitriol
B
[2H]-Pre-1,25-D3
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water at 85℃; for 70h; | A 51 mg B 9 mg |
(3-bromo-1,1-dimethylpropoxy)triethylsilane
1α,3β-bis<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),7(E),10(19)-triene
calcitriol
Conditions | Yield |
---|---|
With copper(l) iodide; tetrabutyl ammonium fluoride; magnesium Yield given. Multistep reaction; |
3β-tert-butyldimethylsilyl-1α-tert-butyldimethylsilyloxy-25-trimethylsilyloxy-19-norvitamin D3
calcitriol
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran at 25℃; Yield given; | |
With tetrabutyl ammonium fluoride In tetrahydrofuran | |
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 24h; | 68.3 mg |
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran for 2h; Ambient temperature; | A 2.4 mg B 11.4 mg |
calcitriol
Conditions | Yield |
---|---|
With β-glucosidase In water for 24h; Ambient temperature; formation of aglycone; |
calcitriol
Conditions | Yield |
---|---|
With camphor-10-sulfonic acid In methanol; water at 30℃; for 6h; |
Conditions | Yield |
---|---|
With Pseudonocardia autotrophica 100U-19 cells In ethanol at 30℃; for 72h; | A 35 mg B n/a C n/a |
de-A,B-25-[(methoxymethyl)oxy]-cholestan-8-one
calcitriol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: t-BuLi / diethyl ether; pentane / 0.5 h / -78 °C 1.2: ZnBr2 / tetrahydrofuran; diethyl ether; pentane / -78 - -10 °C 1.3: 75 percent / Et3N / (Ph3P)4Pd / tetrahydrofuran; diethyl ether; pentane / -40 - 20 °C 2.1: 95 percent / n-Bu4NF / tetrahydrofuran / 2 h / 20 °C View Scheme |
Grundmann's alcohol
calcitriol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 95 percent / (trifluoromethyl)methyldioxirane / CH2Cl2 / 2 h / -20 °C 2.1: 96 percent / i-Pr2NEt; DMAP / CH2Cl2 / 24 h / 20 °C 3.1: HMDS / tetrahydrofuran / 2 h / -60 °C 3.2: 60 percent / tetrahydrofuran / 17 h / -60 - -5 °C 4.1: t-BuLi / diethyl ether; pentane / 0.5 h / -78 °C 4.2: ZnBr2 / tetrahydrofuran; diethyl ether; pentane / -78 - -10 °C 4.3: 75 percent / Et3N / (Ph3P)4Pd / tetrahydrofuran; diethyl ether; pentane / -40 - 20 °C 5.1: 95 percent / n-Bu4NF / tetrahydrofuran / 2 h / 20 °C View Scheme |
(1R,3aR,7aR)-1-[(2R)-6-hydroxy-6-methylhept-2-yl]-7a-methyloctahydroinden-4-one
calcitriol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 96 percent / i-Pr2NEt; DMAP / CH2Cl2 / 24 h / 20 °C 2.1: HMDS / tetrahydrofuran / 2 h / -60 °C 2.2: 60 percent / tetrahydrofuran / 17 h / -60 - -5 °C 3.1: t-BuLi / diethyl ether; pentane / 0.5 h / -78 °C 3.2: ZnBr2 / tetrahydrofuran; diethyl ether; pentane / -78 - -10 °C 3.3: 75 percent / Et3N / (Ph3P)4Pd / tetrahydrofuran; diethyl ether; pentane / -40 - 20 °C 4.1: 95 percent / n-Bu4NF / tetrahydrofuran / 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1.) sodium hexamethyldisilazide / 1.) THF, -60 deg C, 1 h, 2.) THF, RT, 30 min 2: 1.) (dba)3Pd2*CHCl3, TPP, Et3N, 2.) TBAF / 1.) toluene, reflux, 2 h, 2.) THF, RT, 30 h View Scheme | |
Multi-step reaction with 2 steps 1: 98 percent / CH2Cl2 / 18 h / Ambient temperature 2: 1.) n-BuLi / 1.) THF, n-hexane, -78 deg C, 5 min, 2.) THF, n-hexane, -78 deg C, 2 h View Scheme | |
Multi-step reaction with 3 steps 1: 98 percent / tetrahydrofuran / 25 °C 2: tetrahydrofuran / 1 h / -78 °C 3: (Bu)4NF / tetrahydrofuran / 25 °C View Scheme |
(1R,6R,7R)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]nonan-2-one
calcitriol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: HMDS / tetrahydrofuran / 2 h / -60 °C 1.2: 60 percent / tetrahydrofuran / 17 h / -60 - -5 °C 2.1: t-BuLi / diethyl ether; pentane / 0.5 h / -78 °C 2.2: ZnBr2 / tetrahydrofuran; diethyl ether; pentane / -78 - -10 °C 2.3: 75 percent / Et3N / (Ph3P)4Pd / tetrahydrofuran; diethyl ether; pentane / -40 - 20 °C 3.1: 95 percent / n-Bu4NF / tetrahydrofuran / 2 h / 20 °C View Scheme |
calcitriol
4-<2-(6,7-dimethoxy-4-methyl-3-oxo-3,4-dihydroquinoxalyl)ethyl>-1,2,4-triazoline-3,5-dione
C42H59N5O8
Conditions | Yield |
---|---|
In dichloromethane Ambient temperature; | 100% |
calcitriol
6,7-Dimethoxy-4-methyl-3-oxo-3,4-dihydro-quinoxaline-2-carboxylic acid 4-(3,5-dioxo-3,5-dihydro-[1,2,4]triazol-4-yl)-benzyl ester
C48H61N5O10
Conditions | Yield |
---|---|
Ambient temperature; | 100% |
calcitriol
1-Oxo-25-hydroxyprevitamin D3
Conditions | Yield |
---|---|
With Dess-Martin periodane In acetonitrile for 2h; Ambient temperature; | 88% |
calcitriol
tert-butyldimethylsilyl chloride
(1S),3(R)-bis<(tert-butyldimethylsilyl)oxy>-9,10-secocholesta-5(Z),7(E),10(19)-trien-25-ol
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1h; | 80% |
Conditions | Yield |
---|---|
In ethyl acetate at 25℃; | 45% |
calcitriol
[2H]-Pre-1,25-D3
Conditions | Yield |
---|---|
In acetone at 80.3℃; Equilibrium constant; var. temp.; | |
In benzene-d6 at 80℃; Rate constant; | |
Multi-step reaction with 2 steps 1: 88 percent / Dess-Martin reagent / acetonitrile / 2 h / Ambient temperature 2: 11.4 mg / sodium triacetoxyborohydride, AcOH / tetrahydrofuran / 2 h / Ambient temperature View Scheme |
calcitriol
(4S,6R)-1-[(1R,3aS,7aR)-1-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ6-benzo[c]thiophene-4,6-diol
Conditions | Yield |
---|---|
With sulfur dioxide for 1h; Heating; | |
With sulfur dioxide In dichloromethane at -15℃; for 3h; Yield given; |
calcitriol
Conditions | Yield |
---|---|
With oxygen; rose bengal In ethanol for 1.5h; Irradiation; Yield given; |
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