3,17β-Dihydroxy-C-homo-1,3,5(10)-oestratrien

Base Information

Chemical Name:3,17β-Dihydroxy-C-homo-1,3,5(10)-oestratrien
CAS No.:72203-78-2
Molecular Formula:C₁₉H₂₆O₂
Molecular Weight:286.414
Hs Code.:

Synonyms:

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Chemical Property of 3,17β-Dihydroxy-C-homo-1,3,5(10)-oestratrien

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Technology Process of 3,17β-Dihydroxy-C-homo-1,3,5(10)-oestratrien

There total 14 articles about 3,17β-Dihydroxy-C-homo-1,3,5(10)-oestratrien 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:

: 3β-Hydroxy-C-homo-5α-pregnan-20-on

: 72203-78-2
3,17β-Dihydroxy-C-homo-1,3,5(10)-oestratrien

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / fuming nitric acid / acetic acid; acetic anhydride / 1.5 h / -20 °C

2: 66 percent / 95percent m-chloroperbenzoic acid / CH₂Cl₂ / 30 h / Ambient temperature

3: 76 percent / H₂ / Pd/C / acetic acid

4: 87 percent / Jones-solution / acetone / 0 °C

5: 1.) 38percent HBr, Br₂, 2.) LiBr, Li₂CO₃ / 1.) CHCl₃, glacial acetic acid, 90 min, 0 deg C, 2.) DMF, 3h, 115 deg C

6: 1n methanolic KOH

7: 1.) dihydropyran, POCl₃, 2.) lithium biphenyl, diphenylmethane / 1.)THF, room temperature, overnight, 2.) THF, 3h, 65 deg C

With 3,4-dihydro-2H-pyran; potassium hydroxide; Diphenylmethane; Jones-solution; hydrogen bromide; hydrogen; bromine; nitric acid; lithium carbonate; 3-chloro-benzenecarboperoxoic acid; lithium bromide; lithium biphenylide; trichlorophosphate; palladium on activated charcoal; In dichloromethane; acetic anhydride; acetic acid; acetone;
DOI:10.1002/jlac.198119810310

Reference yield:

: 72166-69-9
(25R)-C-Homo-5α-spirostan-3β-ol

: 72203-78-2
3,17β-Dihydroxy-C-homo-1,3,5(10)-oestratrien

Guidance literature:: Multi-step reaction with 11 steps

1: 2.) pyridine, glacial acetic acid, / 1.) 30 min, reflux, 2.) 3h, reflux

2: 1.) sodium dichromate, 2. sodium sulfite / 1.) glacial acetic acid, 10 min ,room temperature, 2.) 2h, reflux

3: 85 percent / H₂ / Pd/C / ethyl acetate

4: NaOCH₃ / methanol / Ambient temperature

5: 93 percent / fuming nitric acid / acetic acid; acetic anhydride / 1.5 h / -20 °C

6: 66 percent / 95percent m-chloroperbenzoic acid / CH₂Cl₂ / 30 h / Ambient temperature

7: 76 percent / H₂ / Pd/C / acetic acid

8: 87 percent / Jones-solution / acetone / 0 °C

9: 1.) 38percent HBr, Br₂, 2.) LiBr, Li₂CO₃ / 1.) CHCl₃, glacial acetic acid, 90 min, 0 deg C, 2.) DMF, 3h, 115 deg C

10: 1n methanolic KOH

11: 1.) dihydropyran, POCl₃, 2.) lithium biphenyl, diphenylmethane / 1.)THF, room temperature, overnight, 2.) THF, 3h, 65 deg C

With pyridine; 3,4-dihydro-2H-pyran; potassium hydroxide; sodium dichromate; Diphenylmethane; Jones-solution; hydrogen bromide; hydrogen; bromine; nitric acid; sodium methylate; lithium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; lithium bromide; sodium sulfite; lithium biphenylide; trichlorophosphate; palladium on activated charcoal; In methanol; dichloromethane; acetic anhydride; acetic acid; ethyl acetate; acetone;
DOI:10.1002/jlac.198119810310

Reference yield:

: 72166-71-3
3β-Acetoxy-C-homo-5α-pregnan-20-on

: 72203-78-2
3,17β-Dihydroxy-C-homo-1,3,5(10)-oestratrien

Guidance literature:: Multi-step reaction with 8 steps

1: NaOCH₃ / methanol / Ambient temperature

2: 93 percent / fuming nitric acid / acetic acid; acetic anhydride / 1.5 h / -20 °C

3: 66 percent / 95percent m-chloroperbenzoic acid / CH₂Cl₂ / 30 h / Ambient temperature

4: 76 percent / H₂ / Pd/C / acetic acid

5: 87 percent / Jones-solution / acetone / 0 °C

6: 1.) 38percent HBr, Br₂, 2.) LiBr, Li₂CO₃ / 1.) CHCl₃, glacial acetic acid, 90 min, 0 deg C, 2.) DMF, 3h, 115 deg C

7: 1n methanolic KOH

8: 1.) dihydropyran, POCl₃, 2.) lithium biphenyl, diphenylmethane / 1.)THF, room temperature, overnight, 2.) THF, 3h, 65 deg C

With 3,4-dihydro-2H-pyran; potassium hydroxide; Diphenylmethane; Jones-solution; hydrogen bromide; hydrogen; bromine; nitric acid; sodium methylate; lithium carbonate; 3-chloro-benzenecarboperoxoic acid; lithium bromide; lithium biphenylide; trichlorophosphate; palladium on activated charcoal; In methanol; dichloromethane; acetic anhydride; acetic acid; acetone;
DOI:10.1002/jlac.198119810310