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

Base Information

• Chemical Name: (+/-)-3-hydroxy-13r-methyl-(14tH)-11,12,13,14,15,16-hexahydro-11H-cyclopenta[a]phenanthren-17-one
• CAS No.: 632-38-2
• Molecular Formula: C₁₈H₁₈O₂
• Molecular Weight: 266.34
• Mol file: 632-38-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 17 articles about (+/-)-3-hydroxy-13r-methyl-(14tH)-11,12,13,14,15,16-hexahydro-11H-cyclopenta[a]phenanthren-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:

(+/-)-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) → (+/-)-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)

Guidance literature:

With hydrogen bromide; acetic acid;

DOI:10.1039/jr9450000582

Reference yield:

7-methoxy-10,11-dihydro-phenanthro[2,1-d]isoxazole (412305-64-7) → (+/-)-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)

Guidance literature:

Multi-step reaction with 6 steps

1: tert-butyl alcohol / Erwaermen des erhaltenen Reaktionsgemisches mit Methyljodid

2: potassium tert-butylate; tert-butyl alcohol / Behandeln des Reaktionsgemisches mit wss. Salzsaeure

3: barium hydroxide; aqueous ethanol

4: concentrated aqueous hydrochloric acid; pyridine

5: palladium/charcoal; ethanol; KOH / Hydrogenation

6: acetic acid; aqueous HCl

With pyridine; hydrogenchloride; barium dihydroxide; potassium hydroxide; palladium on activated charcoal; ethanol; potassium tert-butylate; acetic acid; tert-butyl alcohol;

DOI:10.1021/ja01204a007

Reference yield:

(+/-)-3-methoxy-13-methyl-17-oxo-(13r,14c)-12,13,14,17-tetrahydro-11H-cyclopenta[a]phenanthrene-15-carboxylic acid → (+/-)-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)

Guidance literature:

Multi-step reaction with 3 steps

1: concentrated aqueous hydrochloric acid; pyridine

2: palladium/charcoal; ethanol; KOH / Hydrogenation

3: acetic acid; aqueous HCl

With pyridine; hydrogenchloride; potassium hydroxide; palladium on activated charcoal; ethanol; acetic acid;

DOI:10.1021/ja01204a007

upstream raw materials:

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

3-methoxy-1,3,5⁽¹⁰⁾,6,8,14-estrahexaen-17-one

7-methoxy-10,11-dihydro-phenanthro[2,1-d]isoxazole

7-methoxy-2-methyl-1-oxo-1,2,3,4-tetrahydro-phenanthrene-2-carbonitrile

Downstream raw materials:

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