11β-(4-dimethylaminophenyl)-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-17α-ethynyl-13α-methyl-gon-9-ene-5α,17β-diol

Base Information

• Chemical Name: 11β-(4-dimethylaminophenyl)-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-17α-ethynyl-13α-methyl-gon-9-ene-5α,17β-diol
• CAS No.: 96285-38-0
• Molecular Formula: C₃₃H₄₅NO₄
• Molecular Weight: 519.725

Synonyms:11β-(4-dimethylaminophenyl)-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-17α-ethynyl-13α-methyl-gon-9-ene-5α,17β-diol

Chemical Property of 11β-(4-dimethylaminophenyl)-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-17α-ethynyl-13α-methyl-gon-9-ene-5α,17β-diol

Chemical Property:

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Technology Process of 11β-(4-dimethylaminophenyl)-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-17α-ethynyl-13α-methyl-gon-9-ene-5α,17β-diol

There total 2 articles about 11β-(4-dimethylaminophenyl)-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-17α-ethynyl-13α-methyl-gon-9-ene-5α,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:

11β-[4-(dimethylamino)phenyl]-5-hydroxy-5α-estr-9-ene-3,17-dione cyclic 3-(2,2-dimethyl-1,3-propanediyl acetal) (93748-54-0) → 11β-(4-dimethylaminophenyl)-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-17α-ethynyl-13α-methyl-gon-9-ene-5α,17β-diol (96285-38-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / dioxane / 0.58 h / 25 °C / Irradiation

2: 18.9 percent / BuLi / tetrahydrofuran / 3 h / Ambient temperature

With n-butyllithium; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/S0039-128X(84)80027-6

Reference yield:

C31H45NO4 (115729-55-0) → 11β-(4-dimethylaminophenyl)-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-17α-ethynyl-13α-methyl-gon-9-ene-5α,17β-diol (96285-38-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80.5 percent / Al tri-isopropylate / cyclohexanone; toluene / 4 h / Heating

2: 62 percent / dioxane / 0.58 h / 25 °C / Irradiation

3: 18.9 percent / BuLi / tetrahydrofuran / 3 h / Ambient temperature

With n-butyllithium; aluminum isopropoxide; In tetrahydrofuran; 1,4-dioxane; cyclohexanone; toluene;

DOI:10.1016/S0039-128X(84)80027-6

Reference yield: 79.0%

11β-(4-dimethylaminophenyl)-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-17α-ethynyl-13α-methyl-gon-9-ene-5α,17β-diol (96285-38-0) → 11β-(4-dimethylaminophenyl)-17α-ethynyl-17β-hydroxy-13α-methyl-gona-4,9-dien-3-one (96346-55-3)

Guidance literature:

In acetic acid; at 50 ℃; for 0.5h;

DOI:10.1016/S0039-128X(84)80027-6

upstream raw materials:

11β-[4-(dimethylamino)phenyl]-5-hydroxy-5α-estr-9-ene-3,17-dione cyclic 3-(2,2-dimethyl-1,3-propanediyl acetal)

C₃₁H₄₅NO₄

Downstream raw materials:

11β-(4-dimethylaminophenyl)-17α-ethynyl-17β-hydroxy-13α-methyl-gona-4,9-dien-3-one

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