1α,2β,3β-tris(triethylsilyloxy)-24R,25-di(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene

Base Information

Chemical Name:1α,2β,3β-tris(triethylsilyloxy)-24R,25-di(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene
CAS No.:930767-57-0
Molecular Formula:C₅₇H₁₁₄O₅Si₅
Molecular Weight:1019.96
Hs Code.:

Synonyms:1α,2β,3β-tris(triethylsilyloxy)-24R,25-di(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene

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Chemical Property of 1α,2β,3β-tris(triethylsilyloxy)-24R,25-di(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene

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Technology Process of 1α,2β,3β-tris(triethylsilyloxy)-24R,25-di(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene

There total 11 articles about 1α,2β,3β-tris(triethylsilyloxy)-24R,25-di(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene 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: 23.0%

: 930767-52-5
(3R,4R,5R)-3,4,5-tris(triethylsilyloxy)-oct-1-en-7-yne

: 239100-34-6
(1R,3aR,4S,7aR)-4-[(E)-bromomethylene]-1-[(1R,4R)-4,5-di(tert-butyldimethylsilyloxy)-1,5-dimethylhexyl]-7a-methyloctahydro-1H-inden

: 930767-57-0
1α,2β,3β-tris(triethylsilyloxy)-24R,25-di(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene

Guidance literature:: With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 1h; Heating;
DOI:10.1016/j.steroids.2005.11.001

Reference yield:

: (1R,3aR,4S,7aR)-7a-methyl-1-[(1S,2RS)-1,5-dimethyl-2-(phenylsulfonyl)-4=hexenyl]octahydro-1H-inden-4-ol

: 930767-57-0
1α,2β,3β-tris(triethylsilyloxy)-24R,25-di(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

2.1: 93 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

3.1: N-methylmorpholine-N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 20 °C

3.2: 100 percent / tetrapropylammonium perruthenate / CH₂Cl₂ / 4 h / 20 °C

4.1: NaHMDS / tetrahydrofuran / 1 h / -60 °C

4.2: 34 percent / tetrahydrofuran / -60 - 20 °C

5.1: 23 percent / NEt₃ / Pd(PPh₃)4 / toluene / 1 h / Heating

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; 4 A molecular sieve; sodium hexamethyldisilazane; 4-methylmorpholine N-oxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene; 5.2: Wittig reaction;
DOI:10.1016/j.steroids.2005.11.001

Reference yield:

: 930767-53-6
(1R,3aR,4S,7aR)-7a-methyl-1-[(1S)-1-methyl-1-(phenylsulfonyl)ethyl]-4-(triethylsilyloxy)octahydro-1H-indene

: 930767-57-0
1α,2β,3β-tris(triethylsilyloxy)-24R,25-di(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -40 °C

1.2: tetrahydrofuran; hexane / 4 h / -40 °C

2.1: 1.76 g / aq. HCl / 12 h / 20 °C

3.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

4.1: 93 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

5.1: N-methylmorpholine-N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 20 °C

5.2: 100 percent / tetrapropylammonium perruthenate / CH₂Cl₂ / 4 h / 20 °C

6.1: NaHMDS / tetrahydrofuran / 1 h / -60 °C

6.2: 34 percent / tetrahydrofuran / -60 - 20 °C

7.1: 23 percent / NEt₃ / Pd(PPh₃)4 / toluene / 1 h / Heating

With 2,6-dimethylpyridine; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; 4 A molecular sieve; sodium hexamethyldisilazane; 4-methylmorpholine N-oxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane; toluene; 7.2: Wittig reaction;
DOI:10.1016/j.steroids.2005.11.001