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

Base Information

Chemical Name:ent-17α-prop-1-ynyl-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-estr-9-ene-5α,17β-diol
CAS No.:102043-75-4
Molecular Formula:C₃₄H₄₇NO₄
Molecular Weight:533.751
Hs Code.:

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

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Chemical Property of ent-17α-prop-1-ynyl-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-estr-9-ene-5α,17β-diol

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Technology Process of ent-17α-prop-1-ynyl-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-estr-9-ene-5α,17β-diol

There total 9 articles about ent-17α-prop-1-ynyl-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-estr-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: 97.0%

: 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

: 74-99-7
prop-1-yne

: 102043-75-4
ent-17α-prop-1-ynyl-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-estr-9-ene-5α,17β-diol

Guidance literature:: With n-butyllithium; In tetrahydrofuran;
DOI:10.1016/S0039-128X(84)80033-1

Reference yield:

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

: 102043-75-4
ent-17α-prop-1-ynyl-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-estr-9-ene-5α,17β-diol

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 97 percent / BuLi / tetrahydrofuran

With n-butyllithium; 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

: 102043-75-4
ent-17α-prop-1-ynyl-11β-<4-(N,N-dimethylamino)-phenyl>-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-estr-9-ene-5α,17β-diol

Guidance literature:: Multi-step reaction with 8 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

8: 97 percent / BuLi / tetrahydrofuran

With pyridine; n-butyllithium; 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