(1S,3R,20S)-20-(5-triethylsilyloxy-5-ethylheptanoyloxy)-1,3-bis(t-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,10⁽¹⁹⁾-triene

Base Information

• Chemical Name: (1S,3R,20S)-20-(5-triethylsilyloxy-5-ethylheptanoyloxy)-1,3-bis(t-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,10⁽¹⁹⁾-triene
• CAS No.: 959965-28-7
• Molecular Formula: C₄₈H₉₀O₅Si₃
• Molecular Weight: 831.496

Synonyms:(1S,3R,20S)-20-(5-triethylsilyloxy-5-ethylheptanoyloxy)-1,3-bis(t-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,10⁽¹⁹⁾-triene

Chemical Property of (1S,3R,20S)-20-(5-triethylsilyloxy-5-ethylheptanoyloxy)-1,3-bis(t-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,10⁽¹⁹⁾-triene

Chemical Property:

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Technology Process of (1S,3R,20S)-20-(5-triethylsilyloxy-5-ethylheptanoyloxy)-1,3-bis(t-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,10⁽¹⁹⁾-triene

There total 3 articles about (1S,3R,20S)-20-(5-triethylsilyloxy-5-ethylheptanoyloxy)-1,3-bis(t-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,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:

C22H33Cl3O4Si + (1S,3R,20S)-1,3-bis(tert-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,10(19)-trien-20-ol (204520-81-0) → (1S,3R,20S)-20-(5-triethylsilyloxy-5-ethylheptanoyloxy)-1,3-bis(t-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,10(19)-triene (959965-28-7)

Guidance literature:

With dmap; In toluene; at 20 ℃; for 0.5h;

Reference yield:

5-triethylsilyloxy-5-ethylheptanoic acid (959965-42-5) → (1S,3R,20S)-20-(5-triethylsilyloxy-5-ethylheptanoyloxy)-1,3-bis(t-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,10(19)-triene (959965-28-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 15 h / 20 °C

2: dmap / toluene / 0.5 h / 20 °C

With dmap; triethylamine; In tetrahydrofuran; toluene;

Reference yield:

1-[1,3-bis-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanol (103909-74-6) → (1S,3R,20S)-20-(5-triethylsilyloxy-5-ethylheptanoyloxy)-1,3-bis(t-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,10(19)-triene (959965-28-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 3.12 h / 0 °C / UV-irradiation; Heating / reflux

2: dmap / toluene / 0.5 h / 20 °C

With dmap; In tetrahydrofuran; toluene;

upstream raw materials:

(1S,3R,20S)-1,3-bis(tert-butyldimethylsilyloxy)-9,10-secopregna-5Z,7E,10⁽¹⁹⁾-trien-20-ol

5-triethylsilyloxy-5-ethylheptanoic acid

1-[1,3-bis-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanol

Downstream raw materials:

(1S,3R,20S)-20-(5-hydroxy-5-ethylheptanoyloxy)-9,10-secopregna-5Z,7E,10⁽¹⁹⁾-triene-1,3-diol

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