1α,25-dihydroxy-9,14,19,19,19-pentadeuterioprevitamin D3

Base Information

Chemical Name:1α,25-dihydroxy-9,14,19,19,19-pentadeuterioprevitamin D3
CAS No.:134485-14-6
Molecular Formula:C₂₇H₄₄O₃
Molecular Weight:421.605
Hs Code.:

Synonyms:1α,25-dihydroxy-9,14,19,19,19-pentadeuterioprevitamin D3

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Chemical Property of 1α,25-dihydroxy-9,14,19,19,19-pentadeuterioprevitamin D3

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Technology Process of 1α,25-dihydroxy-9,14,19,19,19-pentadeuterioprevitamin D3

There total 17 articles about 1α,25-dihydroxy-9,14,19,19,19-pentadeuterioprevitamin D3 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 83076-51-1
de-A,B-25-cholesten-8-one

: 134485-14-6
1α,25-dihydroxy-9,14,19,19,19-pentadeuterioprevitamin D3

Guidance literature:: Multi-step reaction with 7 steps

1: NaOMe, MeOD / 48 h / Ambient temperature

2: NaOMe, MeOD / 48 h / Ambient temperature

3: 1.) lithium diisopropylamide (LDA) / 1.) a) THF, hexane, -78 deg C, 15 min, b) from -78 deg C to RT, 50 min, 2.) a) THF, hexane, from -78 deg C to RT, 5 h, b) RT, 10 h

4: 1.) mercuric acetate, 2.) aq. NaOH, NaBH₄ / 1.) THF, H₂O, RT, 2 h, 2.) THF, H₂O, 30 min

5: 81 percent / diethylamine, CuI, bispalladium(II) acetate / dimethylformamide / 2.5 h / Ambient temperature

6: 83 percent / tetrabutylammonium fluoride / tetrahydrofuran / 33 h / Ambient temperature

7: 70 percent / H₂, quinoline / Lindlar catalyst / methanol; hexane / 0.33 h

With quinoline; sodium hydroxide; sodium tetrahydroborate; copper(l) iodide; deuteromethanol; bispalladium(II) acetate; mercury(II) diacetate; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; diethylamine; lithium diisopropyl amide; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ja00018a038

Reference yield:

: 113375-51-2
(3S,5R)-1-ethynyl-3,5-dihydroxy-2-methylcyclohex-1-ene

: 134485-14-6
1α,25-dihydroxy-9,14,19,19,19-pentadeuterioprevitamin D3

Guidance literature:: Multi-step reaction with 10 steps

1: 14.6 g / imidazole / dimethylformamide / 16 h / Ambient temperature

2: 90 percent / H₂, quinoline / Lindlar catalyst / hexane / 0.25 h / Ambient temperature

3: 64 percent / osmium tetraoxide, sodium periodate / tetrahydrofuran; H₂O / 46 h / Ambient temperature

4: 92 percent / 4A molecular sives / diethyl ether / 12 h / Ambient temperature

5: 84 percent / D₂O / 9 h / 150 °C

6: 1.) zinc, triphenylphosphine / 1.) CH₂Cl₂, RT, 23 h, 2.) CH₂Cl₂, RT, 1 h

7: 91 percent / n-BuLi / diethyl ether; hexane / 1.) -78 deg C, 10 min, 2.) 1 h

8: 81 percent / diethylamine, CuI, bispalladium(II) acetate / dimethylformamide / 2.5 h / Ambient temperature

9: 83 percent / tetrabutylammonium fluoride / tetrahydrofuran / 33 h / Ambient temperature

10: 70 percent / H₂, quinoline / Lindlar catalyst / methanol; hexane / 0.33 h

With 1H-imidazole; quinoline; sodium periodate; copper(l) iodide; osmium(VIII) oxide; n-butyllithium; bispalladium(II) acetate; 4A molecular sives; tetrabutyl ammonium fluoride; hydrogen; water-d2; diethylamine; triphenylphosphine; zinc; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00018a038

Reference yield:

: 115540-14-2,146728-49-6
(1S,2R,4S,6S)-2,4-diacetoxy-2-ethynyl-1-methyl-7-oxabicyclo<4.1.0>heptane

: 134485-14-6
1α,25-dihydroxy-9,14,19,19,19-pentadeuterioprevitamin D3

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) 1,2-diiodoethane, samarium, Pd(PPh₃)4, 2.) 0.2 M sodium methoxide / 1.) THF, RT, 8 h, 2.) methanol, 0 deg C, 4 h

2: 14.6 g / imidazole / dimethylformamide / 16 h / Ambient temperature

3: 90 percent / H₂, quinoline / Lindlar catalyst / hexane / 0.25 h / Ambient temperature

4: 64 percent / osmium tetraoxide, sodium periodate / tetrahydrofuran; H₂O / 46 h / Ambient temperature

5: 92 percent / 4A molecular sives / diethyl ether / 12 h / Ambient temperature

6: 84 percent / D₂O / 9 h / 150 °C

7: 1.) zinc, triphenylphosphine / 1.) CH₂Cl₂, RT, 23 h, 2.) CH₂Cl₂, RT, 1 h

8: 91 percent / n-BuLi / diethyl ether; hexane / 1.) -78 deg C, 10 min, 2.) 1 h

9: 81 percent / diethylamine, CuI, bispalladium(II) acetate / dimethylformamide / 2.5 h / Ambient temperature

10: 83 percent / tetrabutylammonium fluoride / tetrahydrofuran / 33 h / Ambient temperature

11: 70 percent / H₂, quinoline / Lindlar catalyst / methanol; hexane / 0.33 h

With 1H-imidazole; quinoline; samarium; sodium periodate; copper(l) iodide; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 1,2-Diiodoethane; bispalladium(II) acetate; 4A molecular sives; tetrabutyl ammonium fluoride; hydrogen; water-d2; sodium methylate; diethylamine; triphenylphosphine; zinc; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00018a038