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

Base Information

Chemical Name: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
CAS No.:159352-60-0
Molecular Formula:C₄₅H₆₅N₃O₇Si
Molecular Weight:788.113
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 7 articles about 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 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: 100.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 3β-hydroxy-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

: 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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 1h; Ambient temperature;
DOI:10.1039/P19940001809

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

2: 100 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

With 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/P19940001809

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

With 1H-imidazole; 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