20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-21-norvitamin D3

Base Information

Chemical Name:20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-21-norvitamin D3
CAS No.:733047-42-2
Molecular Formula:C₃₈H₇₀O₃Si₂
Molecular Weight:631.143
Hs Code.:

Synonyms:20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-21-norvitamin D3

Suppliers and Price of 20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-21-norvitamin D3

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-21-norvitamin D3

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-21-norvitamin D3

There total 18 articles about 20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-21-norvitamin 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: 87.0%

: 81522-68-1
[(2Z)-2-[(3S,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

: 733047-15-9
20(17->18)-abeo-de-A,B-25-hydroxy-21-norcholestan-8-one

: 733047-42-2
20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-21-norvitamin D3

Guidance literature:: With n-hexyllithium; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 3h;
DOI:10.1021/jo0498664

Reference yield:

: 140659-45-6
<1S-(1α,3aβ,4α,7aα)>-Octahydro-4-<(tert-butyldimethylsilyl)oxy>-7a-methyl-1H-inden-1-ol

: 733047-42-2
20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-21-norvitamin D3

Guidance literature:: Multi-step reaction with 14 steps

1.1: 96 percent / PDC / CH₂Cl₂ / 16 h

2.1: n-BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 0.75 h / -78 °C

2.2: 93 percent / hexane; tetrahydrofuran / 6 h / 20 °C

3.1: H₂ / PtO₂ / ethanol / 16 h

3.2: 99 percent / aq. HF / acetonitrile / 12 h

4.1: 96 percent / DIB; I₂ / cyclohexane / sonicated

5.1: 62 percent / BF₃*OEt₂ / 0.83 h / -30 - 0 °C

6.1: 99 percent / K₂CO₃ / methanol / 2 h

7.1: 97 percent / diacetoxyiodobenzene; TEMPO / CH₂Cl₂; acetonitrile / 5 h

8.1: 98 percent / imidazole / dimethylformamide / 30 h

9.1: t-BuOK / benzene / 2 h / Heating

9.2: 79 percent / benzene / 12 h / 20 °C

10.1: tetrahydrofuran; diethyl ether / 4 h / 20 °C

10.2: 82 percent / tetrahydrofuran; diethyl ether / 12 h / -20 °C

11.1: 69 percent / aq. HF / acetonitrile / 3 h

12.1: 98 percent / H₂ / Pd/C / ethyl acetate / 16 h

13.1: 92 percent / pyridinium dichromate / CH₂Cl₂ / 16 h

14.1: 87 percent / n-HexLi / hexane; tetrahydrofuran / 3 h / -78 - -20 °C

With 1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; dipyridinium dichromate; n-butyllithium; [bis(acetoxy)iodo]benzene; 4,4'-diiodobiphenyl; boron trifluoride diethyl etherate; hydrogen fluoride; potassium tert-butylate; hydrogen; iodine; n-hexyllithium; potassium carbonate; diisopropylamine; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; cyclohexane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; benzene; 9.2: Wittig reaction;
DOI:10.1021/jo0498664

Reference yield:

: 140659-43-4
[1S-(1β,4β,7aβ)]-[1R-(3aα)]-octahydro-1-acetyl-4-[(tert-butyldimethylsilyl)oxy]-7a-methyl-1H-indene

: 733047-42-2
20(17->18)-abeo-3-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-25-hydroxy-21-norvitamin D3

Guidance literature:: Multi-step reaction with 16 steps

1.1: 95 percent / m-CPBA / cyclohexane / 168 h

2.1: 99 percent / K₂CO₃ / methanol / 16 h

3.1: 96 percent / PDC / CH₂Cl₂ / 16 h

4.1: n-BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 0.75 h / -78 °C

4.2: 93 percent / hexane; tetrahydrofuran / 6 h / 20 °C

5.1: H₂ / PtO₂ / ethanol / 16 h

5.2: 99 percent / aq. HF / acetonitrile / 12 h

6.1: 96 percent / DIB; I₂ / cyclohexane / sonicated

7.1: 62 percent / BF₃*OEt₂ / 0.83 h / -30 - 0 °C

8.1: 99 percent / K₂CO₃ / methanol / 2 h

9.1: 97 percent / diacetoxyiodobenzene; TEMPO / CH₂Cl₂; acetonitrile / 5 h

10.1: 98 percent / imidazole / dimethylformamide / 30 h

11.1: t-BuOK / benzene / 2 h / Heating

11.2: 79 percent / benzene / 12 h / 20 °C

12.1: tetrahydrofuran; diethyl ether / 4 h / 20 °C

12.2: 82 percent / tetrahydrofuran; diethyl ether / 12 h / -20 °C

13.1: 69 percent / aq. HF / acetonitrile / 3 h

14.1: 98 percent / H₂ / Pd/C / ethyl acetate / 16 h

15.1: 92 percent / pyridinium dichromate / CH₂Cl₂ / 16 h

16.1: 87 percent / n-HexLi / hexane; tetrahydrofuran / 3 h / -78 - -20 °C

With 1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; dipyridinium dichromate; n-butyllithium; [bis(acetoxy)iodo]benzene; 4,4'-diiodobiphenyl; boron trifluoride diethyl etherate; hydrogen fluoride; potassium tert-butylate; hydrogen; iodine; n-hexyllithium; potassium carbonate; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; cyclohexane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; benzene; 1.1: Baeyer-Villiger oxidation / 11.2: Wittig reaction;
DOI:10.1021/jo0498664