2-triisopropylsilyloxy-3,17β-O,O-bis(benzyloxy)estradiol

Base Information

Chemical Name:2-triisopropylsilyloxy-3,17β-O,O-bis(benzyloxy)estradiol
CAS No.:1382488-49-4
Molecular Formula:C₄₁H₅₆O₃Si
Molecular Weight:624.979
Hs Code.:

Synonyms:2-triisopropylsilyloxy-3,17β-O,O-bis(benzyloxy)estradiol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-triisopropylsilyloxy-3,17β-O,O-bis(benzyloxy)estradiol

Chemical Property:

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Technology Process of 2-triisopropylsilyloxy-3,17β-O,O-bis(benzyloxy)estradiol

There total 8 articles about 2-triisopropylsilyloxy-3,17β-O,O-bis(benzyloxy)estradiol 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: 95.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 159143-75-6
3,17β-bis(benzyloxy)-2-hydroxyestra-1,3,5(10)-triene

: 1382488-49-4
2-triisopropylsilyloxy-3,17β-O,O-bis(benzyloxy)estradiol

Guidance literature:: With pyridine; dmap; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.steroids.2012.04.007

Reference yield:

: 50-28-2
estradiol

: 1382488-49-4
2-triisopropylsilyloxy-3,17β-O,O-bis(benzyloxy)estradiol

Guidance literature:: Multi-step reaction with 7 steps

1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / Reflux

2.1: sec.-butyllithium / tetrahydrofuran / -78 °C

2.2: -78 - 20 °C

3.1: hydrogenchloride / tetrahydrofuran; water / 20 °C

4.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

5.1: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere

6.1: water; sodium hydroxide / methanol / 1 h / 60 °C / Inert atmosphere

7.1: pyridine; dmap / 0 - 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; water; sec.-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 5.1: Baeyer-Villiger oxidation;
DOI:10.1016/j.steroids.2012.04.007

Reference yield:

: 100-39-0
benzyl bromide

: 1382488-49-4
2-triisopropylsilyloxy-3,17β-O,O-bis(benzyloxy)estradiol

Guidance literature:: Multi-step reaction with 4 steps

1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

2: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere

3: water; sodium hydroxide / methanol / 1 h / 60 °C / Inert atmosphere

4: pyridine; dmap / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; water; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; 2: Baeyer-Villiger oxidation;
DOI:10.1016/j.steroids.2012.04.007