16α-(4-phenoxy-2-butenyl)-3-<(tert-butyldimethylsilyl)oxy>estra-1,3,5(10)-trien-17β-ol

Base Information

• Chemical Name: 16α-(4-phenoxy-2-butenyl)-3-<(tert-butyldimethylsilyl)oxy>estra-1,3,5(10)-trien-17β-ol
• CAS No.: 106139-66-6
• Molecular Formula: C₃₄H₄₈O₃Si
• Molecular Weight: 532.839
• Mol file: 106139-66-6.mol

Synonyms:16α-(4-phenoxy-2-butenyl)-3-<(tert-butyldimethylsilyl)oxy>estra-1,3,5(10)-trien-17β-ol

Chemical Property of 16α-(4-phenoxy-2-butenyl)-3-<(tert-butyldimethylsilyl)oxy>estra-1,3,5(10)-trien-17β-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 16α-(4-phenoxy-2-butenyl)-3-<(tert-butyldimethylsilyl)oxy>estra-1,3,5(10)-trien-17β-ol

There total 5 articles about 16α-(4-phenoxy-2-butenyl)-3-<(tert-butyldimethylsilyl)oxy>estra-1,3,5(10)-trien-17β-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: 100.0%

16α-(4-phenoxy-2-butenyl)-3-<(tert-butyldimethylsilyl)oxy>estra-1,3,5(10)-trien-17-one (106139-58-6) → 16α-(4-phenoxy-2-butenyl)-3-<(tert-butyldimethylsilyl)oxy>estra-1,3,5(10)-trien-17β-ol (106139-66-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1021/jo00378a015

Reference yield:

Estrone (53-16-7) → 16α-(4-phenoxy-2-butenyl)-3-<(tert-butyldimethylsilyl)oxy>estra-1,3,5(10)-trien-17β-ol (106139-66-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / imidazole / dimethylformamide; ethyl acetate / 6 h / Ambient temperature

2: 1.) LDA / 1.) THF, hexane, 0 deg C, 1 h, 2.) THF, hexane, -20 deg C, 5 h

3: 100 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / -78 °C

With 1H-imidazole; lithium aluminium tetrahydride; lithium diisopropyl amide; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00378a015

Reference yield:

(E)-(4-bromo-but-2-enyloxy)-benzene (79989-07-4) → 16α-(4-phenoxy-2-butenyl)-3-<(tert-butyldimethylsilyl)oxy>estra-1,3,5(10)-trien-17β-ol (106139-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, hexane, 0 deg C, 1 h, 2.) THF, hexane, -20 deg C, 5 h

2: 100 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / -78 °C

With lithium aluminium tetrahydride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/jo00378a015

upstream raw materials:

16α-(4-phenoxy-2-butenyl)-3-<(tert-butyldimethylsilyl)oxy>estra-1,3,5(10)-trien-17-one

Estrone

(E)-(4-bromo-but-2-enyloxy)-benzene

3-(O-tert-butyl(dimethyl)silyl)estrone