11β-<4-(dimethylamino)phenyl>-17β-hydroxy-17α-(3-hydroxy-1-propyl)-6β-methylestra-4,9-dien-3-one

Base Information

Chemical Name:11β-<4-(dimethylamino)phenyl>-17β-hydroxy-17α-(3-hydroxy-1-propyl)-6β-methylestra-4,9-dien-3-one
CAS No.:118968-39-1
Molecular Formula:C₃₀H₄₁NO₃
Molecular Weight:463.66
Hs Code.:

Synonyms:11β-<4-(dimethylamino)phenyl>-17β-hydroxy-17α-(3-hydroxy-1-propyl)-6β-methylestra-4,9-dien-3-one

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Chemical Property of 11β-<4-(dimethylamino)phenyl>-17β-hydroxy-17α-(3-hydroxy-1-propyl)-6β-methylestra-4,9-dien-3-one

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Technology Process of 11β-<4-(dimethylamino)phenyl>-17β-hydroxy-17α-(3-hydroxy-1-propyl)-6β-methylestra-4,9-dien-3-one

There total 10 articles about 11β-<4-(dimethylamino)phenyl>-17β-hydroxy-17α-(3-hydroxy-1-propyl)-6β-methylestra-4,9-dien-3-one 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:

: 118968-54-0
6β-methylestra-5(10),9(11)-diene-3,17-dione

: 118968-39-1
11β-<4-(dimethylamino)phenyl>-17β-hydroxy-17α-(3-hydroxy-1-propyl)-6β-methylestra-4,9-dien-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 69 percent / malonic acid / 6 h / Ambient temperature

2: 1) ethylmagnesium bromide / 1) THF, 0.5 h, r.t., 2) THF, 3 h

3: 47 percent / NaHCO₃, 80percent 3-chloroperoxybenzoic acid / CH₂Cl₂ / 3 h / -10 - 0 °C

4: 71 percent / CuCl / tetrahydrofuran / 3 h / Ambient temperature

5: H₂ / 5percent Pd-BaSO₄ / toluene; ethanol

6: 70percent aqueous acetic acid / 2 h / 50 °C

With malonic acid; ethylmagnesium bromide; hydrogen; sodium hydrogencarbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; copper(l) chloride; palladium on barium sulfate; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1002/recl.19931120206

Reference yield:

: 118968-47-1
3,3-dimethoxy-6β-methylestra-5(10),9(11)-dien-17-one

: 118968-39-1
11β-<4-(dimethylamino)phenyl>-17β-hydroxy-17α-(3-hydroxy-1-propyl)-6β-methylestra-4,9-dien-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1) ethylmagnesium bromide / 1) THF, 0.5 h, r.t., 2) THF, 3 h

2: 47 percent / NaHCO₃, 80percent 3-chloroperoxybenzoic acid / CH₂Cl₂ / 3 h / -10 - 0 °C

3: 71 percent / CuCl / tetrahydrofuran / 3 h / Ambient temperature

4: H₂ / 5percent Pd-BaSO₄ / toluene; ethanol

5: 70percent aqueous acetic acid / 2 h / 50 °C

With ethylmagnesium bromide; hydrogen; sodium hydrogencarbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; copper(l) chloride; palladium on barium sulfate; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1002/recl.19931120206

Reference yield:

: 115002-78-3
5α,6α-epoxy-11β-hydroxyestrane-3,17-dione 3,17-bis(1,2-ethanediyl acetal)

: 118968-39-1
11β-<4-(dimethylamino)phenyl>-17β-hydroxy-17α-(3-hydroxy-1-propyl)-6β-methylestra-4,9-dien-3-one

Guidance literature:: Multi-step reaction with 9 steps

1: 70 percent / toluene; tetrahydrofuran / 1 h / Heating

2: 57 percent / SOCl₂, pyridine / 1 h / 10 °C

3: 99 percent / 70percent aqueous acetic acid / 1 h / 50 °C

4: 69 percent / malonic acid / 6 h / Ambient temperature

5: 1) ethylmagnesium bromide / 1) THF, 0.5 h, r.t., 2) THF, 3 h

6: 47 percent / NaHCO₃, 80percent 3-chloroperoxybenzoic acid / CH₂Cl₂ / 3 h / -10 - 0 °C

7: 71 percent / CuCl / tetrahydrofuran / 3 h / Ambient temperature

8: H₂ / 5percent Pd-BaSO₄ / toluene; ethanol

9: 70percent aqueous acetic acid / 2 h / 50 °C

With pyridine; thionyl chloride; malonic acid; ethylmagnesium bromide; hydrogen; sodium hydrogencarbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; copper(l) chloride; palladium on barium sulfate; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1002/recl.19931120206