11β-[4-(dimethylamino)phenyl]-5-hydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androstan-3-one cyclic 2,2-dimethyl-1,3-propanediyl acetal

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Chemical Name:11β-[4-(dimethylamino)phenyl]-5-hydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androstan-3-one cyclic 2,2-dimethyl-1,3-propanediyl acetal
CAS No.:174505-00-1
Molecular Formula:C₃₄H₅₁NO₅
Molecular Weight:553.783
Hs Code.:

Synonyms:11β-[4-(dimethylamino)phenyl]-5-hydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androstan-3-one cyclic 2,2-dimethyl-1,3-propanediyl acetal

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Chemical Property of 11β-[4-(dimethylamino)phenyl]-5-hydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androstan-3-one cyclic 2,2-dimethyl-1,3-propanediyl acetal

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Technology Process of 11β-[4-(dimethylamino)phenyl]-5-hydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androstan-3-one cyclic 2,2-dimethyl-1,3-propanediyl acetal

There total 6 articles about 11β-[4-(dimethylamino)phenyl]-5-hydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androstan-3-one cyclic 2,2-dimethyl-1,3-propanediyl acetal 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: 97.0%

: 174504-99-5
11-[4-(dimethylamino)phenyl]-5-hydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androst-11-en-3-one cyclic 2,2-dimethyl-1,3-propanediyl acetal

: 174505-00-1
11β-[4-(dimethylamino)phenyl]-5-hydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androstan-3-one cyclic 2,2-dimethyl-1,3-propanediyl acetal

Guidance literature:: With ammonia; lithium; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/0040-4020(95)00983-3

Reference yield:

: 174504-96-2
5,11β-dihydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androstan-3-one cyclic 2,2-dimethyl-1,3-propanediyl acetal

: 174505-00-1
11β-[4-(dimethylamino)phenyl]-5-hydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androstan-3-one cyclic 2,2-dimethyl-1,3-propanediyl acetal

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / PCC / CH₂Cl₂ / 1 h / Ambient temperature

2: 1.) LDA / 1.) THF, hexane, 0 deg C,m 15 min, 2.) THF, RT, 6.5 h

3: 24 percent / LiCl, 2M aq. Na₂CO₃, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / toluene; ethanol / 4 h / Heating

4: 97 percent / Li, liq. ammonia / tetrahydrofuran / 3 h / -78 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; lithium; sodium carbonate; pyridinium chlorochromate; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1016/0040-4020(95)00983-3

Reference yield:

: 174504-97-3
5-hydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androstane-3,11-dione cyclic 3-(2,2-dimethyl-1,3-propanediyl acetal)

: 174505-00-1
11β-[4-(dimethylamino)phenyl]-5-hydroxy-17β-(methoxymethoxy)-9,19-cyclo-5α,9β-androstan-3-one cyclic 2,2-dimethyl-1,3-propanediyl acetal

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, hexane, 0 deg C,m 15 min, 2.) THF, RT, 6.5 h

2: 24 percent / LiCl, 2M aq. Na₂CO₃, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / toluene; ethanol / 4 h / Heating

3: 97 percent / Li, liq. ammonia / tetrahydrofuran / 3 h / -78 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; lithium; sodium carbonate; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; toluene;
DOI:10.1016/0040-4020(95)00983-3