1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(S)-hydroxy-9,10-secopregna-5,7(E),10⁽¹⁹⁾-triene

Base Information

• Chemical Name: 1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(S)-hydroxy-9,10-secopregna-5,7(E),10⁽¹⁹⁾-triene
• CAS No.: 131711-72-3
• Molecular Formula: C₃₃H₆₀O₃Si₂
• Molecular Weight: 561.009

Synonyms:1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(S)-hydroxy-9,10-secopregna-5,7(E),10⁽¹⁹⁾-triene

Chemical Property of 1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(S)-hydroxy-9,10-secopregna-5,7(E),10⁽¹⁹⁾-triene

Chemical Property:

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Technology Process of 1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(S)-hydroxy-9,10-secopregna-5,7(E),10⁽¹⁹⁾-triene

There total 6 articles about 1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(S)-hydroxy-9,10-secopregna-5,7(E),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:

1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(S)-hydroxy-9,10-secopregna-5,7(E),10(19)-triene (1397694-63-1) → 1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(S)-hydroxy-9,10-secopregna-5,7(E),10(19)-triene (131711-72-3)

Guidance literature:

With ethanol; sodium hydrogencarbonate; at 77 - 83 ℃; Reflux;

Reference yield:

(5E,7E)-(1S,3R,20S)-1,3-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-20-methyl-9,10-secopregna-5,7,10(19)-trien-21-al (112828-13-4) → 1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(S)-hydroxy-9,10-secopregna-5,7(E),10(19)-triene (131711-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-diaza-bicyclo[2.2.2]octane; copper diacetate / N,N-dimethyl-formamide / 37 - 43 °C

2: ethanol; sodium tetrahydroborate / di-isopropyl ether / 4 h / 57 - 63 °C

With 1,4-diaza-bicyclo[2.2.2]octane; sodium tetrahydroborate; ethanol; copper diacetate; In di-isopropyl ether; N,N-dimethyl-formamide;

Reference yield:

1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(R)-hydroxy-9,10-secopregna-5,7(E),10(19)-triene (1397694-61-9) → 1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(S)-hydroxy-9,10-secopregna-5,7(E),10(19)-triene (131711-72-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine; trichlorophosphate / -3 - 25 °C

1.2: pH 3

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 42 - 48 °C

2.2: -14 - 25 °C

3.1: sodium hydrogencarbonate; ethanol / 77 - 83 °C / Reflux

With pyridine; ethanol; sodium hydrogencarbonate; 9-bora-bicyclo[3.3.1]nonane; trichlorophosphate; In tetrahydrofuran;

upstream raw materials:

(5E,7E)-(1S,3R,20S)-1,3-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-20-methyl-9,10-secopregna-5,7,10(19)-trien-21-al

1(S),3(R)-bis(tertbutyldimethylsililoxy)-20-one-9,10-secopregna-5,7(E),10⁽¹⁹⁾-triene

1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(R)-hydroxy-9,10-secopregna-5,7(E),10⁽¹⁹⁾-triene

1(S),3(R)-bis(tertbutyldimethylsililoxy)-20(R)-hydroxy-9,10-secopregna-5,7(E),10⁽¹⁹⁾-triene

Downstream raw materials:

1(S),3(R)-bis(tertbutyldimethylsililoxy)-22-oxa-25-hydroxy-9,10-secocholesta-5(Z),7(E),10⁽¹⁹⁾-triene

1(S),3(R)-bis(tertbutyldimethylsililoxy)-22-oxa-25-hydroxy-9,10-secocholesta-5(E),7(E),10⁽¹⁹⁾-triene

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