1α,3β-bis[(tert-butyldimethylsilyl)oxy]-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-23,24-bisnorchol-6-en-22-ol

Base Information

Chemical Name:1α,3β-bis[(tert-butyldimethylsilyl)oxy]-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-23,24-bisnorchol-6-en-22-ol
CAS No.:174201-34-4
Molecular Formula:C₄₂H₆₇N₃O₅Si₂
Molecular Weight:750.182
Hs Code.:

Synonyms:1α,3β-bis[(tert-butyldimethylsilyl)oxy]-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-23,24-bisnorchol-6-en-22-ol

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Chemical Property of 1α,3β-bis[(tert-butyldimethylsilyl)oxy]-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-23,24-bisnorchol-6-en-22-ol

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Technology Process of 1α,3β-bis[(tert-butyldimethylsilyl)oxy]-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-23,24-bisnorchol-6-en-22-ol

There total 1 articles about 1α,3β-bis[(tert-butyldimethylsilyl)oxy]-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-23,24-bisnorchol-6-en-22-ol 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:

: (S)-2-[(1S,3R,9S,10R,13S,14S,17R)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propan-1-ol

: 174201-34-4
1α,3β-bis[(tert-butyldimethylsilyl)oxy]-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-23,24-bisnorchol-6-en-22-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NBS, NaHCO₃, benzoyl peroxide, 2.) Bu₄NBr, Et₃N, 3.) Bu₄NF

2: ethyl acetate

With N-Bromosuccinimide; Perbenzoic acid; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydrogencarbonate; triethylamine; In ethyl acetate;
DOI:10.1248/cpb.44.62

Reference yield: 93.0%

: 98-59-9
p-toluenesulfonyl chloride

: 174201-34-4
1α,3β-bis[(tert-butyldimethylsilyl)oxy]-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-23,24-bisnorchol-6-en-22-ol

: 174201-40-2
C₄₉H₇₃N₃O₇SSi₂

Guidance literature:: With dmap; In dichloromethane; Ambient temperature;
DOI:10.1248/cpb.44.62

Reference yield:

: 174201-34-4
1α,3β-bis[(tert-butyldimethylsilyl)oxy]-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-23,24-bisnorchol-6-en-22-ol

: 174201-43-5
C₄₇H₇₅F₂N₃O₄Si₂

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / DMAP / CH₂Cl₂ / Ambient temperature

2: 86 percent / dimethylsulfoxide / 2 h / 65 °C

3: 90 percent / diisobutylaluminum hydride / toluene; CH₂Cl₂ / 0.42 h / 0 °C

4: 1.) Zn / 1.) THF, reflux, 10 min, 2.) THF, reflux, 10 min

5: 67 percent / diethyl ether / a) 0 deg C, 30 min, b) RT, 2 h

6: DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

7: Bu₃SnH, 2,2'-azobisisobutyronitrile / toluene / 0.5 h / Heating

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; diisobutylaluminium hydride; zinc; In diethyl ether; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1248/cpb.44.62