(20S,22R,23R,24R)-6-ethylidenedioxy-22,23-ethylidenedioxy-2α,3α-isopropylidenedioxy-24-phenyl-5α-cholestane

Base Information

Chemical Name:(20S,22R,23R,24R)-6-ethylidenedioxy-22,23-ethylidenedioxy-2α,3α-isopropylidenedioxy-24-phenyl-5α-cholestane
CAS No.:145199-16-2
Molecular Formula:C₄₀H₆₀O₆
Molecular Weight:636.913
Hs Code.:

Synonyms:(20S,22R,23R,24R)-6-ethylidenedioxy-22,23-ethylidenedioxy-2α,3α-isopropylidenedioxy-24-phenyl-5α-cholestane

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Chemical Property of (20S,22R,23R,24R)-6-ethylidenedioxy-22,23-ethylidenedioxy-2α,3α-isopropylidenedioxy-24-phenyl-5α-cholestane

Chemical Property:

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Technology Process of (20S,22R,23R,24R)-6-ethylidenedioxy-22,23-ethylidenedioxy-2α,3α-isopropylidenedioxy-24-phenyl-5α-cholestane

There total 11 articles about (20S,22R,23R,24R)-6-ethylidenedioxy-22,23-ethylidenedioxy-2α,3α-isopropylidenedioxy-24-phenyl-5α-cholestane 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:

: 78259-59-3
2-Bromo-4-methyl-furan

: 145199-16-2
(20S,22R,23R,24R)-6-ethylidenedioxy-22,23-ethylidenedioxy-2α,3α-isopropylidenedioxy-24-phenyl-5α-cholestane

Guidance literature:: Multi-step reaction with 10 steps

1: 1) BuLi / 1) hexane, 2) THF, -78 deg C, 0.5 h

2: 92 percent / N-bromosuccinimide, H₂O / tetrahydrofuran / 0.5 h / 0 °C

3: 89 percent / NaOAc, pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

4: 97 percent / CeCl₃, NaBH₄ / methanol; CH₂Cl₂ / 0.17 h / 0 °C

5: 94 percent / toluene p-sulfonic acid / CH₂Cl₂ / 2 h / Ambient temperature

6: 1) CuI / 1) Et₂O, 2) Et₂O, -10 deg C, 1 h

7: 1) LAH, 2) 20percent aq. NaOH / 1) Et₂O, r. t., 3 h, 2) r. t., 0 5 h

8: 71 percent / toluene p-sulfonic acid / acetone / 1 h / Ambient temperature

9: N(Et)3 / CH₂Cl₂ / 0.17 h / 0 °C

10: 1) LAH, 2) 20percent aq. NaOH / 1) Et₂O, r. t., 3 h, 2) r. t., 0.5 h

With sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; cerium(III) chloride; water; sodium acetate; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; acetone;

Reference yield:

: 129824-64-2
(20S,22R,23R,24Z)-6-ethylenedioxy-23-hydroxy-2α,3α-isopropylidenedioxy-5α-cholest-24-eno-26,22-lactone

: 145199-16-2
(20S,22R,23R,24R)-6-ethylidenedioxy-22,23-ethylidenedioxy-2α,3α-isopropylidenedioxy-24-phenyl-5α-cholestane

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / toluene p-sulfonic acid / CH₂Cl₂ / 2 h / Ambient temperature

2: 1) CuI / 1) Et₂O, 2) Et₂O, -10 deg C, 1 h

3: 1) LAH, 2) 20percent aq. NaOH / 1) Et₂O, r. t., 3 h, 2) r. t., 0 5 h

4: 71 percent / toluene p-sulfonic acid / acetone / 1 h / Ambient temperature

5: N(Et)3 / CH₂Cl₂ / 0.17 h / 0 °C

6: 1) LAH, 2) 20percent aq. NaOH / 1) Et₂O, r. t., 3 h, 2) r. t., 0.5 h

With sodium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; toluene-4-sulfonic acid; triethylamine; In dichloromethane; acetone;

Reference yield:

: 129824-60-8
(20S,22R,23Z,25Z)-23,26-epoxy-6-ethylenedioxy-22-hydroxy-2α,3α-isopropylidenedioxy-5α-cholesta-23,25-diene

: 145199-16-2
(20S,22R,23R,24R)-6-ethylidenedioxy-22,23-ethylidenedioxy-2α,3α-isopropylidenedioxy-24-phenyl-5α-cholestane

Guidance literature:: Multi-step reaction with 9 steps

1: 92 percent / N-bromosuccinimide, H₂O / tetrahydrofuran / 0.5 h / 0 °C

2: 89 percent / NaOAc, pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

3: 97 percent / CeCl₃, NaBH₄ / methanol; CH₂Cl₂ / 0.17 h / 0 °C

4: 94 percent / toluene p-sulfonic acid / CH₂Cl₂ / 2 h / Ambient temperature

5: 1) CuI / 1) Et₂O, 2) Et₂O, -10 deg C, 1 h

6: 1) LAH, 2) 20percent aq. NaOH / 1) Et₂O, r. t., 3 h, 2) r. t., 0 5 h

7: 71 percent / toluene p-sulfonic acid / acetone / 1 h / Ambient temperature

8: N(Et)3 / CH₂Cl₂ / 0.17 h / 0 °C

9: 1) LAH, 2) 20percent aq. NaOH / 1) Et₂O, r. t., 3 h, 2) r. t., 0.5 h

With sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; copper(l) iodide; lithium aluminium tetrahydride; cerium(III) chloride; water; sodium acetate; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; acetone;