1α,3β-dihydroxy-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),7(E),10(19)-triene

Base Information

Chemical Name:1α,3β-dihydroxy-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),7(E),10(19)-triene
CAS No.:87407-68-9
Molecular Formula:C₂₉H₄₀O₅S
Molecular Weight:500.7
Hs Code.:

Synonyms:1α,3β-dihydroxy-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),7(E),10(19)-triene

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Chemical Property of 1α,3β-dihydroxy-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),7(E),10(19)-triene

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Technology Process of 1α,3β-dihydroxy-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),7(E),10(19)-triene

There total 10 articles about 1α,3β-dihydroxy-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),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: 73.0%

: 87680-64-6
1α-hydroxy-3β-<(triethylsilyl)oxy>-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),7(E),10(19)-triene

: 87407-68-9
1α,3β-dihydroxy-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),7(E),10(19)-triene

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.25h; Ambient temperature;
DOI:10.1021/jo00375a013

Reference yield:

: 50-14-6
Calciferol

: 87407-68-9
1α,3β-dihydroxy-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),7(E),10(19)-triene

Guidance literature:: Multi-step reaction with 9 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

7: 57 percent / selenium dioxide, N-methylmorpholine-N-oxide / acetonitrile; CH₂Cl₂; 1,2-dichloro-ethane / 0.09 h / Heating

8: 82 percent / triethylamine, anthracene / benzene / 0.5 h / Irradiation

9: 73 percent / n-Bu₄NF / tetrahydrofuran / 0.25 h / Ambient temperature

With pyridine; 1H-imidazole; sodium tetrahydroborate; selenium(IV) oxide; anthracene; sulfur dioxide; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; ozone; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile; benzene;
DOI:10.1021/jo00375a013

Reference yield:

: 87680-65-7
(S)-3-[(1R,3aS,7aR)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-ol

: 87407-68-9
1α,3β-dihydroxy-20(S)-<<(p-tolylsulfonyl)oxy>methyl>-9,10-secopregna-5(Z),7(E),10(19)-triene

Guidance literature:: Multi-step reaction with 8 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

6: 57 percent / selenium dioxide, N-methylmorpholine-N-oxide / acetonitrile; CH₂Cl₂; 1,2-dichloro-ethane / 0.09 h / Heating

7: 82 percent / triethylamine, anthracene / benzene / 0.5 h / Irradiation

8: 73 percent / n-Bu₄NF / tetrahydrofuran / 0.25 h / Ambient temperature

With pyridine; 1H-imidazole; sodium tetrahydroborate; selenium(IV) oxide; anthracene; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; ozone; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile; benzene;
DOI:10.1021/jo00375a013