(5α,11β)-11-[4-(Dimethylamino)phenyl]-5-hydroxy-estr-9-ene-3,17-dione Cyclic 3-(1,2-Ethanediyl Acetal)

Base Information

• Chemical Name: (5α,11β)-11-[4-(Dimethylamino)phenyl]-5-hydroxy-estr-9-ene-3,17-dione Cyclic 3-(1,2-Ethanediyl Acetal)
• CAS No.: 91934-77-9
• Molecular Formula: C28H37NO4
• Molecular Weight: 451.606
• Mol file: 91934-77-9.mol

Synonyms:(5α,11β)-11-[4-(Dimethylamino)phenyl]-5-hydroxy-estr-9-ene-3,17-dione Cyclic 3-(1,2-Ethanediyl Acetal);(5alpha,11beta)-11-[4-(Dimethylamino)phenyl]-5-hydroxyestr-9-ene-3,17-dione cyclic 3-(1,2-ethanediyl acetal)

Chemical Property of (5α,11β)-11-[4-(Dimethylamino)phenyl]-5-hydroxy-estr-9-ene-3,17-dione Cyclic 3-(1,2-Ethanediyl Acetal)

Chemical Property:

• Boiling Point: 633.8±55.0 °C(Predicted)
• PKA: 14.68±0.60(Predicted)
• PSA: 59.00000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 4.59000

Purity/Quality:

99% ^*data from raw suppliers

(5a,11b)-11-[4-(Dimethylamino)phenyl]-5-hydroxy-estr-9-ene-3,17-dione cyclic 3-(1,2-ethanediyl acetal) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5α,11β)-11-[4-(Dimethylamino)phenyl]-5-hydroxy-estr-9-ene-3,17-dione Cyclic 3-(1,2-Ethanediyl Acetal)

There total 7 articles about (5α,11β)-11-[4-(Dimethylamino)phenyl]-5-hydroxy-estr-9-ene-3,17-dione Cyclic 3-(1,2-Ethanediyl 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: 93.0%

→ (5R,8S,11R,13S,14S)-11-(4-(dimethylamino)phenyl)-5-hydroxy-13-methyl-1,4,5,6,7,8,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolan]-17(2H)-one (91934-77-9)

Guidance literature:

With iodine; magnesium; ethylene dibromide; In tetrahydrofuran; for 1.16667h; Reflux;

With copper(l) chloride; In tetrahydrofuran; at 20 ℃; for 0.5h;

In tetrahydrofuran; for 1h;

Reference yield: 91.0%

(5'R,10'R,13'S)-13'-methyl-1',2',6',7',8',12',13',14',15',16'-decahydro-17'H-spiro[1,3-dioxolane-2,3'-[5,10]epoxycyclopenta[a]phenanthren]-17'-one (39931-88-9,116003-08-8,39931-87-8) + 4-dimethylaminophenylmagnesium bromide (7353-91-5) → (5R,8S,11R,13S,14S)-11-(4-(dimethylamino)phenyl)-5-hydroxy-13-methyl-1,4,5,6,7,8,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolan]-17(2H)-one (91934-77-9)

Guidance literature:

With copper(l) chloride; In tetrahydrofuran; for 0.25h; cooling;

DOI:10.5555/ol007067b

Reference yield: 66.0%

(5R,8S,11R,13S,14S)-11-(4-(dimethylamino)phenyl)-13-methyl-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2’-[1,3]dioxolane]-5,17(4H)-diol → (5R,8S,11R,13S,14S)-11-(4-(dimethylamino)phenyl)-5-hydroxy-13-methyl-1,4,5,6,7,8,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolan]-17(2H)-one (91934-77-9)

Guidance literature:

With aluminum isopropoxide; In cyclohexanone; toluene; at 105 ℃; for 3h; Inert atmosphere;

upstream raw materials:

(5'R,10'R,13'S)-13'-methyl-1',2',6',7',8',12',13',14',15',16'-decahydro-17'H-spiro[1,3-dioxolane-2,3'-[5,10]epoxycyclopenta[a]phenanthren]-17'-one

4-dimethylaminophenylmagnesium bromide

ethylene deltenone

4-bromo-N,N-dimethylaniline

Downstream raw materials:

3,3-ethylenedioxy-11β-[4-(N,N-dimethylamino)phenyl]spiro[estr-9-en-17β,2'-oxirane]

C₂₈H₃₈N₂O₄

C₂₈H₃₇BrN₂O₅

C₂₈H₃₈N₂O₅