17α-Ethinyl-C-homo-1,3,5(10)-oestratrien-3,17β-diol

Base Information

Chemical Name:17α-Ethinyl-C-homo-1,3,5(10)-oestratrien-3,17β-diol
CAS No.:72166-85-9
Molecular Formula:C₂₁H₂₆O₂
Molecular Weight:310.436
Hs Code.:

Synonyms:

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

Chemical Property:

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

There total 16 articles about 17α-Ethinyl-C-homo-1,3,5(10)-oestratrien-3,17β-diol 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

: 72166-85-9
17α-Ethinyl-C-homo-1,3,5(10)-oestratrien-3,17β-diol

Guidance literature:: Multi-step reaction with 10 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

8: 85 percent / lead(II)acetate / dimethylformamide / 4 h / Ambient temperature

9: 83 percent / Jones- solution / acetone / 0 °C

10: 1.) n-Butyl lithium / 1.) THF, hexane, pentane, 55min, 0 deg C, 2.) 30 min.

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

Reference yield:

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

: 72166-85-9
17α-Ethinyl-C-homo-1,3,5(10)-oestratrien-3,17β-diol

Guidance literature:: Multi-step reaction with 14 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

12: 85 percent / lead(II)acetate / dimethylformamide / 4 h / Ambient temperature

13: 83 percent / Jones- solution / acetone / 0 °C

14: 1.) n-Butyl lithium / 1.) THF, hexane, pentane, 55min, 0 deg C, 2.) 30 min.

With pyridine; 3,4-dihydro-2H-pyran; potassium hydroxide; n-butyllithium; sodium dichromate; Diphenylmethane; Jones- solution; Jones-solution; hydrogen bromide; hydrogen; bromine; nitric acid; sodium methylate; lead acetate; 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; N,N-dimethyl-formamide; acetone;
DOI:10.1002/jlac.198119810310

Reference yield:

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

: 72166-85-9
17α-Ethinyl-C-homo-1,3,5(10)-oestratrien-3,17β-diol

Guidance literature:: Multi-step reaction with 11 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

9: 85 percent / lead(II)acetate / dimethylformamide / 4 h / Ambient temperature

10: 83 percent / Jones- solution / acetone / 0 °C

11: 1.) n-Butyl lithium / 1.) THF, hexane, pentane, 55min, 0 deg C, 2.) 30 min.

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