3-methoxyestra-1(10),2,4,6,8-pentaen-17-one

Base Information

• Chemical Name: 3-methoxyestra-1(10),2,4,6,8-pentaen-17-one
• CAS No.: 1229-32-9
• Molecular Formula: C₁₉H₂₀O₂
• Molecular Weight: 280.367
• Mol file: 1229-32-9.mol

Synonyms:14b-Estra-1,3,5(10),6,8-pentaen-17-one,3-methoxy- (7CI); 14b-Estra-1,3,5,7,9-pentaen-17-one, 3-methoxy- (8CI); 14-Isoequilenin methylether; NSC 31616

Chemical Property of 3-methoxyestra-1(10),2,4,6,8-pentaen-17-one

Chemical Property:

• Vapor Pressure: 2.45E-08mmHg at 25°C
• Boiling Point: 451.3°Cat760mmHg
• Flash Point: 202.5°C
• Density: 1.168g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-methoxyestra-1(10),2,4,6,8-pentaen-17-one

There total 71 articles about 3-methoxyestra-1(10),2,4,6,8-pentaen-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: 16.0%

(+/-)-3-methoxyestra-1,3,5(10),8-tetraen-17-one (2911-86-6,6885-44-5,17550-15-1,62600-75-3,84710-11-2) → 3-methoxyestra-1,3,5(10),8,14-pentaen-17-one (1456-50-4) + (+/-)-3-methoxyestra-1,3,5(10),6,8-pentaen-17-one (1229-32-9,3907-67-3,4820-49-9,4820-56-8) + (+/-)-8α-hydroperoxy-3-methoxyestra-1,3,5(10),9(11)-tetraen-17-one (138018-95-8) + (+/-)-3-methoxy-8,9-secoestra-1,3,5(10)-trien-8,9,17-trione (138018-94-7)

Guidance literature:

With oxygen; rose bengal; In methanol; at 0 ℃; for 0.666667h; Irradiation;

DOI:10.1002/hlca.19910740705

Reference yield:

rac-3-methoxy-17-oxo-13α-estrapentaene-(1.3.5.7.9)-carboxylic acid-(16ξ)-methyl ester → (+/-)-3-hydroxy-13r-methyl-(14cH)-11,12,13,14,15,16-hexahydro-11H-cyclopenta[a]phenanthren-17-one (474-88-4,517-09-9,632-38-2,632-39-3,632-40-6) + (+/-)-3-methoxy-13-methyl-(13r,14c)-11,12,13,14,15,16-hexahydro-cyclopenta[a]phenanthren-17-one (1229-32-9,3907-67-3,4820-49-9,4820-56-8)

Guidance literature:

With hydrogenchloride; acetic acid;

DOI:10.1021/ja01861a036

Reference yield:

2-Methylcyclopentane-1,3-dione (765-69-5) → (+/-)-3-methoxyestra-1,3,5(10),6,8-pentaen-17-one (1229-32-9,3907-67-3,4820-49-9,4820-56-8)

Guidance literature:

Multi-step reaction with 4 steps

1: KOH

2: aq. HCl

3: H₂ / Pd-CaCO₃

4: SeO₂, Py / 2-methyl-propan-2-ol / Heating

With pyridine; hydrogenchloride; potassium hydroxide; selenium(IV) oxide; hydrogen; Lindlar's catalyst; In tert-butyl alcohol;

DOI:10.1039/jr9630005072

upstream raw materials:

14-dehydroequilenin-3-methylether

19-hydroxy-4-androstene-3,17-dione

19-acetoxy-androst-4-ene-3,17-dione

19-acetoxyandrosta-1,4-diene-3,17-dione

Downstream raw materials:

(+/-)-3-hydroxy-13r-methyl-(14cH)-11,12,13,14,15,16-hexahydro-11H-cyclopenta[a]phenanthren-17-one

1,3,5(10),6,8-estrapentaene-3,17β-diol