11β-[4-(N,N-dimethylamino)-phenyl]-17α-(3-methyl-1-butynyl)-estra-9-en-5α,17β-diol-3-one, cyclic 1,2-ethandiyl acetal

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Chemical Name:11β-[4-(N,N-dimethylamino)-phenyl]-17α-(3-methyl-1-butynyl)-estra-9-en-5α,17β-diol-3-one, cyclic 1,2-ethandiyl acetal
CAS No.:264130-01-0
Molecular Formula:C₃₃H₄₅NO₄
Molecular Weight:519.725
Hs Code.:

Synonyms:11β-[4-(N,N-dimethylamino)-phenyl]-17α-(3-methyl-1-butynyl)-estra-9-en-5α,17β-diol-3-one, cyclic 1,2-ethandiyl acetal

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Chemical Property of 11β-[4-(N,N-dimethylamino)-phenyl]-17α-(3-methyl-1-butynyl)-estra-9-en-5α,17β-diol-3-one, cyclic 1,2-ethandiyl acetal

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Technology Process of 11β-[4-(N,N-dimethylamino)-phenyl]-17α-(3-methyl-1-butynyl)-estra-9-en-5α,17β-diol-3-one, cyclic 1,2-ethandiyl acetal

There total 5 articles about 11β-[4-(N,N-dimethylamino)-phenyl]-17α-(3-methyl-1-butynyl)-estra-9-en-5α,17β-diol-3-one, cyclic 1,2-ethandiyl 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: 77.0%

: 586-77-6
4-bromo-N,N-dimethylaniline

: 264130-00-9
estra-5α,10α-epoxy-9(11)-en-3-one, 17β-hydroxy-17α-(3-methyl-1-butynyl) cyclic 3-(1,2-ethanediyl acetal)

: 264130-01-0
11β-[4-(N,N-dimethylamino)-phenyl]-17α-(3-methyl-1-butynyl)-estra-9-en-5α,17β-diol-3-one, cyclic 1,2-ethandiyl acetal

Guidance literature:: 4-bromo-N,N-dimethylaniline; With magnesium; In tetrahydrofuran; at 45 - 50 ℃; for 2h;

estra-5α,10α-epoxy-9(11)-en-3-one, 17β-hydroxy-17α-(3-methyl-1-butynyl) cyclic 3-(1,2-ethanediyl acetal); With copper(l) iodide; In tetrahydrofuran; at 25 ℃; for 6h;
DOI:10.1016/S0039-128X(99)00097-5

Reference yield:

: 5571-36-8
ethylene deltenone

: 264130-01-0
11β-[4-(N,N-dimethylamino)-phenyl]-17α-(3-methyl-1-butynyl)-estra-9-en-5α,17β-diol-3-one, cyclic 1,2-ethandiyl acetal

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -40 °C

1.2: 71 percent / tetrahydrofuran; hexane / 8 h / 25 °C

2.1: 49 percent / aq. H₂O₂; Na₂HPO₄; CF₃COCF₃*3H₂O / CH₂Cl₂ / 3 h / 25 °C

3.1: Mg / tetrahydrofuran / 2 h / 45 - 50 °C

3.2: 77 percent / CuI / tetrahydrofuran / 6 h / 25 °C

With disodium hydrogenphosphate; n-butyllithium; dihydrogen peroxide; magnesium; Hexafluoroacetone; In tetrahydrofuran; hexane; dichloromethane; 1.1: Metallation / 1.2: Alkynylation / 2.1: Epoxidation / 3.1: Grignard reaction / 3.2: Addition;
DOI:10.1016/S0039-128X(99)00097-5

Reference yield:

: 264129-99-9
estra-5(10),9(11)-dien-3-one, 17β-hydroxy-17α-(3-methyl-1-butynyl) cyclic 3-(1,2-ethanediyl acetal)

: 264130-01-0
11β-[4-(N,N-dimethylamino)-phenyl]-17α-(3-methyl-1-butynyl)-estra-9-en-5α,17β-diol-3-one, cyclic 1,2-ethandiyl acetal

Guidance literature:: Multi-step reaction with 2 steps

1.1: 49 percent / aq. H₂O₂; Na₂HPO₄; CF₃COCF₃*3H₂O / CH₂Cl₂ / 3 h / 25 °C

2.1: Mg / tetrahydrofuran / 2 h / 45 - 50 °C

2.2: 77 percent / CuI / tetrahydrofuran / 6 h / 25 °C

With disodium hydrogenphosphate; dihydrogen peroxide; magnesium; Hexafluoroacetone; In tetrahydrofuran; dichloromethane; 1.1: Epoxidation / 2.1: Grignard reaction / 2.2: Addition;
DOI:10.1016/S0039-128X(99)00097-5