3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione

Base Information

Chemical Name:3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione
CAS No.:151922-29-1
Molecular Formula:C₄₁H₆₁N₃O₅Si
Molecular Weight:704.038
Hs Code.:

Synonyms:3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione

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Chemical Property of 3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione

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Technology Process of 3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione

There total 12 articles about 3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione 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: 98.0%

: 159352-60-0
3β-(tert-butyldimethylsiloxy)-3',5'-dioxo-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-11α,25-diyl diacetate

: 151922-29-1
3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; methanol; for 2h; Ambient temperature;
DOI:10.1039/P19940001809

Reference yield:

: 4233-33-4
4-Phenyl-1,2,4-triazolidine-3,5-dione

: 151922-29-1
3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione

Guidance literature:: Multi-step reaction with 2 steps

2: 1.) KOH, 2.) imidazole / 1.) MeOH, 2.) DMF

With 1H-imidazole; potassium hydroxide;
DOI:10.1039/P19940001809

Reference yield:

: 132787-55-4
3β-(tert-butyldimethylsiloxy)-25-hydroxycholest-5-ene-11α-yl acetate

: 151922-29-1
3β-(tert-butyldimethylsiloxy)-11α,25-dihydroxy-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-3',5'-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / TBAF / tetrahydrofuran / 6.5 h / Ambient temperature

2: 61 percent / DDQ / dioxane / 18 h / Heating

3: 64 percent / TsOH / butyl acetate / 7 h / Heating

4: 62 percent / Ca(BH₄)2 / ethanol; methanol; diethyl ether / 1.) 0 deg C, 4 h, 2.) 4 deg C, overnight

5: 88 percent / CH₂Cl₂ / 1 h / Ambient temperature

6: 100 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

7: 98 percent / KOH / methanol; tetrahydrofuran / 2 h / Ambient temperature

With 1H-imidazole; potassium hydroxide; calcium borohydride; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; acetic acid butyl ester; N,N-dimethyl-formamide;
DOI:10.1039/P19940001809