1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-15,16-dien-22-ol

Base Information

Chemical Name:1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-15,16-dien-22-ol
CAS No.:143101-52-4
Molecular Formula:C₃₄H₆₂O₃Si₂
Molecular Weight:575.035
Hs Code.:

Synonyms:1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-15,16-dien-22-ol

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Chemical Property of 1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-15,16-dien-22-ol

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Technology Process of 1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-15,16-dien-22-ol

There total 2 articles about 1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-15,16-dien-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:

: 20998-18-9
1α,3β-dihydroxy-androst-5-en-17-one

: 143101-52-4
1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-15,16-dien-22-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

2: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 100 percent / tert-BuOK / tetrahydrofuran / 4 h / Heating

4: 89 percent / BF₃*Et₂O / CH₂Cl₂ / 0.08 h / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; boron trifluoride diethyl etherate; potassium tert-butylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.40.1120

Reference yield:

: 20998-18-9
1α,3β-dihydroxy-androst-5-en-17-one

: 143101-52-4
(R)-2-[(1S,3R,8S,9S,10R,13S,14S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

2: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 100 percent / tert-BuOK / tetrahydrofuran / 4 h / Heating

4: BF₃*Et₂O / CH₂Cl₂ / 0.08 h / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; boron trifluoride diethyl etherate; potassium tert-butylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.40.1120

Reference yield:

: 143101-52-4
1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-15,16-dien-22-ol

: 72696-49-2
24F₂-1,25(OH)2-D₃

Guidance literature:: Multi-step reaction with 12 steps

1: 95 percent / H₂ / 5percent Pt/C / ethanol / Ambient temperature

2: 1.) N-bromosuccinimide (NBS), NaHCO₃, 2.) n-Bu₄NBr / 1.) n-hexane, reflux, 1 h, 2.) THF, 0 deg C, 15 min

3: n-Bu₄NF / tetrahydrofuran / 3.5 h / 0 °C

4: 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / Ambient temperature

5: dimethylformamide / 1.5 h / 80 °C

6: diisobutylaluminum hydride (DIBAL-H) / hexane; diethyl ether / 0.25 h / 0 °C

7: 1.) Zn / 1.) THF, reflux, 2 min, 2.) THF, reflux, 15 min

8: 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 1 h / Ambient temperature

9: azobisisobutyronitrile (AIBN), n-Bu₃SnH / toluene / 1 h / Heating

10: 98 percent / diethyl ether / 0.5 h / 0 °C

11: 98 percent / n-Bu₄NF / tetrahydrofuran / 1.) RT, overnight, 2.) 70 deg C, 1 h

12: 1.) ether, 0 deg C, irrad., 6 min, 2.) EtOH, reflux, 1 h

With dmap; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen; tri-n-butyl-tin hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; zinc; platinum on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.40.1120