(20S)-1α,25-dihydroxy-2-methylene vitamin D₃

Base Information

Chemical Name:(20S)-1α,25-dihydroxy-2-methylene vitamin D₃
CAS No.:1428946-58-0
Molecular Formula:C₂₈H₄₄O₃
Molecular Weight:428.656
Hs Code.:

(20S)-1α,25-dihydroxy-2-methylene vitamin D<sub>3</sub>

Synonyms:(20S)-1α,25-dihydroxy-2-methylene vitamin D₃

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (20S)-1α,25-dihydroxy-2-methylene vitamin D₃

Chemical Property:

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Technology Process of (20S)-1α,25-dihydroxy-2-methylene vitamin D₃

There total 29 articles about (20S)-1α,25-dihydroxy-2-methylene vitamin 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: 16.0%

: 1451070-71-5
(20S)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(triethylsilyl)oxy]vitamin D₃ tert-butyl dimethylsilyl ether

: 1428946-58-0
(20S)-1α,25-dihydroxy-2-methylene vitamin D₃

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 20h; Inert atmosphere;

Reference yield:

: (1R,3R,5R)-1-acetoxy-3-[(tert-butyldimethylsilyl)oxy]-4-methylene-6-oxabicyclo[3.2.1]octan-7-one

: 1428946-58-0
(20S)-1α,25-dihydroxy-2-methylene vitamin D₃

Guidance literature:: Multi-step reaction with 12 steps

1: methanol / 17 h / 20 °C / Inert atmosphere

2: 2,6-dimethylpyridine / dichloromethane / 1 h / -40 °C

3: Martins sulfurane / tetrachloromethane / 0.5 h / 20 °C / Inert atmosphere

4: diethyl ether / 2 h / 20 °C / Darkness

5: dimethyl sulfoxide / 32 h / 125 °C / Inert atmosphere

6: diisobutylaluminium hydride / toluene; dichloromethane / 2 h / -78 °C / Inert atmosphere

7: dipyridinium dichromate / dichloromethane / 4 h / 20 °C

8: n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

9: copper(l) iodide; bis(acetato)bis(triphenylphosphine)palladium⁽⁰⁾; diethylamine / N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere

10: quinoline; hydrogen / hexane / 0.75 h / 20 °C

11: hexane / 19 h / 60 °C / Inert atmosphere

12: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; quinoline; methanol; copper(l) iodide; dipyridinium dichromate; n-butyllithium; bis(acetato)bis(triphenylphosphine)palladium⁽⁰⁾; Martins sulfurane; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; dimethyl sulfoxide; diethylamine; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 766529-88-8
(1R,3R,5R)-1-acetoxy-3-[(tert-butyldimethylsilyl)oxy]-6-oxa-bicyclo[3.2.1]octane-4,7-dione

: 1428946-58-0
(20S)-1α,25-dihydroxy-2-methylene vitamin D₃

Guidance literature:: Multi-step reaction with 13 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 - 20 °C

1.2: 1 h / 20 °C

2.1: methanol / 17 h / 20 °C / Inert atmosphere

3.1: 2,6-dimethylpyridine / dichloromethane / 1 h / -40 °C

4.1: Martins sulfurane / tetrachloromethane / 0.5 h / 20 °C / Inert atmosphere

5.1: diethyl ether / 2 h / 20 °C / Darkness

6.1: dimethyl sulfoxide / 32 h / 125 °C / Inert atmosphere

7.1: diisobutylaluminium hydride / toluene; dichloromethane / 2 h / -78 °C / Inert atmosphere

8.1: dipyridinium dichromate / dichloromethane / 4 h / 20 °C

9.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

10.1: copper(l) iodide; bis(acetato)bis(triphenylphosphine)palladium⁽⁰⁾; diethylamine / N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere

11.1: quinoline; hydrogen / hexane / 0.75 h / 20 °C

12.1: hexane / 19 h / 60 °C / Inert atmosphere

13.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; quinoline; methanol; copper(l) iodide; dipyridinium dichromate; n-butyllithium; bis(acetato)bis(triphenylphosphine)palladium⁽⁰⁾; Martins sulfurane; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; dimethyl sulfoxide; diethylamine; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination;