Phenanthrene,7-ethenyl-1,2

Base Information

• Chemical Name: Phenanthrene,7-ethenyl-1,2
• CAS No.: 1686-67-5
• Molecular Formula: C20H32
• Molecular Weight: 272.474
• Mol file: 1686-67-5.mol

Synonyms:Phenanthrene,7-ethenyl-1,2,3,4,4a,4b,5,6,7,8,8a,9-dodecahydro-1,1,4b,7-tetramethyl-,[4aS-(4aa,4bb,7a,8aa)]-; Rimuene (6CI); Rimuen;Rosa-5,15-diene, (13S)-

Chemical Property of Phenanthrene,7-ethenyl-1,2

Chemical Property:

• Melting Point: 51-52 °C
• Boiling Point: 337.0±32.0 °C(Predicted)
• PSA: 0.00000
• Density: 0.93±0.1 g/cm3(Predicted)
• LogP: 6.14150

Purity/Quality:

99% ^*data from raw suppliers

RIMUENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenanthrene,7-ethenyl-1,2

There total 22 articles about Phenanthrene,7-ethenyl-1,2 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:

7-methoxy-4a-methyl-4,4a,9,10-tetrahydro-3H-phenanthren-2-one (1910-02-7) → (+/-)-Rimuen (1686-67-5,3895-07-6,10036-89-2,78821-30-4,89618-20-2,94681-67-1)

Guidance literature:

Multi-step reaction with 11 steps

1: Li, liq. NH₃

2: LiAlH₄

3: Li, liq. NH₃, tBuOH

4: aq. HCl

5: (i) KOtBu, (ii) /BRN= 969135/, (iii) /BRN= 471389/, Py

6: (i) N₂H₄, (ii) NaOH, diethylene glycol, (heating)

7: CrO₃, H₂SO₄

8: (i) KOtBu, (ii) /BRN= 4138880/

9: aq. HClO₄

10: KOtBu

11: (i) nBuLi, (ii) /BRN= 4141037/

With chromium(VI) oxide; hydrogenchloride; lithium aluminium tetrahydride; perchloric acid; sulfuric acid; potassium tert-butylate; ammonia; lithium; tert-butyl alcohol;

DOI:10.1021/jo01278a041

Reference yield:

(+/-)-7t-hydroxy-4b-methyl-(4ar,4bt,8ac)-4,4a,4b,5,6,7,8,8a,9,10-decahydro-3H-phenanthren-2-one (2685-24-7,10036-92-7,18181-48-1,58560-62-6,94372-50-6) → (+/-)-Rimuen (1686-67-5,3895-07-6,10036-89-2,78821-30-4,89618-20-2,94681-67-1)

Guidance literature:

Multi-step reaction with 7 steps

1: (i) KOtBu, (ii) /BRN= 969135/, (iii) /BRN= 471389/, Py

2: (i) N₂H₄, (ii) NaOH, diethylene glycol, (heating)

3: CrO₃, H₂SO₄

4: (i) KOtBu, (ii) /BRN= 4138880/

5: aq. HClO₄

6: KOtBu

7: (i) nBuLi, (ii) /BRN= 4141037/

With chromium(VI) oxide; perchloric acid; sulfuric acid; potassium tert-butylate;

DOI:10.1021/jo01278a041

Reference yield:

(+/-)-7-methoxy-4a-methyl-(4ar,10at)-3,4,4a,9,10,10a-hexahydro-1H-phenanthren-2-one (1910-03-8,5655-71-0,63640-66-4,94328-99-1) → (+/-)-Rimuen (1686-67-5,3895-07-6,10036-89-2,78821-30-4,89618-20-2,94681-67-1)

Guidance literature:

Multi-step reaction with 10 steps

1: LiAlH₄

2: Li, liq. NH₃, tBuOH

3: aq. HCl

4: (i) KOtBu, (ii) /BRN= 969135/, (iii) /BRN= 471389/, Py

5: (i) N₂H₄, (ii) NaOH, diethylene glycol, (heating)

6: CrO₃, H₂SO₄

7: (i) KOtBu, (ii) /BRN= 4138880/

8: aq. HClO₄

9: KOtBu

10: (i) nBuLi, (ii) /BRN= 4141037/

With chromium(VI) oxide; hydrogenchloride; lithium aluminium tetrahydride; perchloric acid; sulfuric acid; potassium tert-butylate; ammonia; lithium; tert-butyl alcohol;

DOI:10.1021/jo01278a041

upstream raw materials:

Methyltriphenylphosphonium bromide

(+/-)-1,2,3,4,4a,4bα,5,6,7,8,10,10aα-Dodecahydro-2α,4aβ,8,8-tetramethyl-phenanthren-2β-carboxaldehyd

(+/-)-1,2,3,4,4a,4bα,5,6,7,8,10,10aα-dodecahydro-2β-hydroxymethyl-2α,4aβ,8,8-tetramethyl-phenanthren

(+/-)-2α-Acetyl-2β-chlor-1,2,3,4,4a,4bα,5,6,7,8,10,10aα-Dodecahydro-4aβ,8,8-trimethyl-phenanthren

Downstream raw materials:

(4aR,4bR,7S,8aR,10aR)-7-Ethyl-1,1,4b,7-tetramethyl-tetradecahydro-phenanthrene

levopimaradiene

(10S)-phylloclad-15-ene

Rimuan