ent-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-5α-hydroxy-estr-9-en-17-one

Base Information

Chemical Name:ent-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-5α-hydroxy-estr-9-en-17-one
CAS No.:101978-05-6
Molecular Formula:C₃₁H₄₃NO₄
Molecular Weight:493.687
Hs Code.:

Synonyms:ent-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-5α-hydroxy-estr-9-en-17-one

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Chemical Property of ent-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-5α-hydroxy-estr-9-en-17-one

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Technology Process of ent-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-5α-hydroxy-estr-9-en-17-one

There total 8 articles about ent-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-5α-hydroxy-estr-9-en-17-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: 70.0%

: 101978-04-5
ent-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-estr-9-ene-5α,17α-diol

: 101978-05-6
ent-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-5α-hydroxy-estr-9-en-17-one

Guidance literature:: With cyclohexanone; aluminum isopropoxide; In toluene; Heating;
DOI:10.1016/S0039-128X(84)80033-1

Reference yield:

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

: 101978-05-6
ent-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-5α-hydroxy-estr-9-en-17-one

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / Mg, CuCl / tetrahydrofuran / 5 deg C to r.t.

2: 70 percent / cyclohexanone, Al isopropoxide / toluene / Heating

With cyclohexanone; aluminum isopropoxide; magnesium; copper(l) chloride; In tetrahydrofuran; toluene;
DOI:10.1016/S0039-128X(84)80033-1

Reference yield:

: 1157-01-3,6702-61-0,17287-85-3,18656-80-9,108267-88-5,113350-47-3
ent-3-methoxy-1,3,5(10),9(11)-estratetraen-17α-ol

: 101978-05-6
ent-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-5α-hydroxy-estr-9-en-17-one

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / Li, liq. NH₃ / tetrahydrofuran

2: 97 percent / oxalic acid / acetone / 1.5 h / Ambient temperature

3: 34 percent / pyridinium bromide perbromide / pyridine / 1.5 h / 50 °C

4: 74 percent / trimethyl orthoformate, p-toluenesulfonic acid / CH₂Cl₂ / Ambient temperature

5: 47 percent / H₂O₂, hexachloroacetone, pyridine / CH₂Cl₂ / 5 deg C to r.t.

6: 75 percent / Mg, CuCl / tetrahydrofuran / 5 deg C to r.t.

7: 70 percent / cyclohexanone, Al isopropoxide / toluene / Heating

With pyridine; 1,1,1,3,3,3-hexachloro-propan-2-one; ammonia; dihydrogen peroxide; pyridinium hydrobromide perbromide; oxalic acid; cyclohexanone; aluminum isopropoxide; lithium; toluene-4-sulfonic acid; magnesium; copper(l) chloride; trimethyl orthoformate; In tetrahydrofuran; pyridine; dichloromethane; acetone; toluene;
DOI:10.1016/S0039-128X(84)80033-1