3β-<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>-methyl>-9,10-secopregna-5(E),7(E),10(19)-triene

Base Information

Chemical Name:3β-<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>-methyl>-9,10-secopregna-5(E),7(E),10(19)-triene
CAS No.:87407-65-6
Molecular Formula:C₃₅H₅₄O₄SSi
Molecular Weight:598.963
Hs Code.:

Synonyms:3β-<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>-methyl>-9,10-secopregna-5(E),7(E),10(19)-triene

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Chemical Property of 3β-<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>-methyl>-9,10-secopregna-5(E),7(E),10(19)-triene

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Technology Process of 3β-<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>-methyl>-9,10-secopregna-5(E),7(E),10(19)-triene

There total 8 articles about 3β-<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>-methyl>-9,10-secopregna-5(E),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: 58.0%

: 87407-52-1
3β-<(triethylsilyl)oxy>-20(S)-(hydroxymethyl)-9,10-secopregna-5(E),7(E),10(19)-triene

: 98-59-9
p-toluenesulfonyl chloride

: 87407-65-6
3β-<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>-methyl>-9,10-secopregna-5(E),7(E),10(19)-triene

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1021/jo00375a013

Reference yield:

: 50-14-6
Calciferol

: 87407-65-6
3β-<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>-methyl>-9,10-secopregna-5(E),7(E),10(19)-triene

Guidance literature:: Multi-step reaction with 6 steps

1: SO₂ / benzene; H₂O / 3.5 h

2: imidazole / CH₂Cl₂ / 0.5 h

3: 1.) O₃, 2.) triphenylphosphine / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, -78 deg C, 30 min

4: 90 percent / sodium borohydride / benzene; ethanol

5: 47 percent / NaHCO₃ / methanol / 2.5 h / Heating

6: 58 percent / pyridine / Ambient temperature

With pyridine; 1H-imidazole; sodium tetrahydroborate; sulfur dioxide; sodium hydrogencarbonate; ozone; triphenylphosphine; In methanol; ethanol; dichloromethane; water; benzene;
DOI:10.1021/jo00375a013

Reference yield:

: 994-30-9
triethylsilyl chloride

: 87407-65-6
3β-<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>-methyl>-9,10-secopregna-5(E),7(E),10(19)-triene

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / CH₂Cl₂ / 0.5 h

2: 1.) O₃, 2.) triphenylphosphine / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, -78 deg C, 30 min

3: 90 percent / sodium borohydride / benzene; ethanol

4: 47 percent / NaHCO₃ / methanol / 2.5 h / Heating

5: 58 percent / pyridine / Ambient temperature

With pyridine; 1H-imidazole; sodium tetrahydroborate; sodium hydrogencarbonate; ozone; triphenylphosphine; In methanol; ethanol; dichloromethane; benzene;
DOI:10.1021/jo00375a013