23-oxa-25,26-dehydrovitamin D₃

Base Information

Chemical Name:23-oxa-25,26-dehydrovitamin D₃
CAS No.:84927-72-0
Molecular Formula:C₂₆H₄₀O₂
Molecular Weight:384.602
Hs Code.:

23-oxa-25,26-dehydrovitamin D<sub>3</sub>

Synonyms:23-oxa-25,26-dehydrovitamin D₃

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Chemical Property of 23-oxa-25,26-dehydrovitamin D₃

Chemical Property:

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Technology Process of 23-oxa-25,26-dehydrovitamin D₃

There total 11 articles about 23-oxa-25,26-dehydrovitamin 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: 61.0%

: 84927-73-1
tert-Butyl-dimethyl-{(S)-4-methylene-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(S)-1-methyl-2-(2-methyl-allyloxy)-ethyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexyloxy}-silane

: 84927-72-0
23-oxa-25,26-dehydrovitamin D₃

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1021/jo00157a004

Reference yield:

: 67-97-0
vitamin D₃

: 84927-72-0
23-oxa-25,26-dehydrovitamin D₃

Guidance literature:: Multi-step reaction with 7 steps

1: 73 percent / potassium permanganate / H₂O; ethanol / 1.) -10 deg C, 1 h, 2.) to 40 deg C, 10 min

2: 86 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

3: 1.) lead tetraacetate, 2.) Red-Al / 1.) benzene, pyridine, 25 deg C, 10 min, 2.) water, 1,5h

4: 91 percent / N-chlorosuccinimide, dimethyl sulfide / 1.) CH₂Cl₂, -20 deg C, 30 min, 2.) 0 deg C, 30 min

5: 1.) n-butyllithium, 2.) 5percent H₂O₂ / 1.) hexane, THF,-50 deg C, 15 min, 2.) chloroform, 1 min

6: 73 percent / n-butyllithium / tetrahydrofuran / 1.25 h / -78 deg C to room temp.

7: 61 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

With 1H-imidazole; lead(IV) acetate; potassium permanganate; N-chloro-succinimide; n-butyllithium; dimethylsulfide; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00157a004

Reference yield:

: 64190-52-9
(8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol

: 84927-72-0
23-oxa-25,26-dehydrovitamin D₃

Guidance literature:: Multi-step reaction with 4 steps

1: n-butyllithium / 1.) THF, hexane, 0 deg C, 2.) DMF, 75 to 78 deg C, 1.5h

2: 91 percent / pyridinium trifluoroacetate, pyridinium dichromate / CH₂Cl₂ / 4 h / Ambient temperature

3: 73 percent / n-butyllithium / tetrahydrofuran / 1.25 h / -78 deg C to room temp.

4: 61 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

With dipyridinium dichromate; n-butyllithium; tetrabutyl ammonium fluoride; pyridinium trifluroacetate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00157a004