2'-oxo-3'-(phenylmethylidene)-1',2',3',4',4a'β,5',6',6a'α,7',11',11a'β,12',12a'β,12b'α-tetradecahydrospiro<1,3-dithiolane-2,9'(10'H)-benzanthracene>

• Chemical Name: 2'-oxo-3'-(phenylmethylidene)-1',2',3',4',4a'β,5',6',6a'α,7',11',11a'β,12',12a'β,12b'α-tetradecahydrospiro<1,3-dithiolane-2,9'(10'H)-benzanthracene>
• Molecular Formula: C₂₇H₃₂OS₂
• Molecular Weight: 436.682
• Mol file: 108121-39-7.mol

Synonyms:

Chemical Property of 2'-oxo-3'-(phenylmethylidene)-1',2',3',4',4a'β,5',6',6a'α,7',11',11a'β,12',12a'β,12b'α-tetradecahydrospiro<1,3-dithiolane-2,9'(10'H)-benz

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-oxo-3'-(phenylmethylidene)-1',2',3',4',4a'β,5',6',6a'α,7',11',11a'β,12',12a'β,12b'α-tetradecahydrospiro<1,3-dithiolane-2,9'(10'H)-benz

There total 7 articles about 2'-oxo-3'-(phenylmethylidene)-1',2',3',4',4a'β,5',6',6a'α,7',11',11a'β,12',12a'β,12b'α-tetradecahydrospiro<1,3-dithiolane-2,9'(10'H)-benzanthracene> 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:

(4aR,4bR,8aR,10aR)-6-Hydroxy-3-[1-hydroxy-meth-(E)-ylidene]-dodecahydro-phenanthren-2-one (108121-09-1) → 2'-oxo-3'-(phenylmethylidene)-1',2',3',4',4a'β,5',6',6a'α,7',11',11a'β,12',12a'β,12b'α-tetradecahydrospiro<1,3-dithiolane-2,9'(10'H)-benzanthracene> (108121-39-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) triethylamine, 2.) sodium methoxide / 1.) methanol, RT, overnight, 2.) methanol, RT, 2 h

2: 96 percent / acetic acid, boron trifluoride etherate / 0.08 h

3: 78 percent / pyridinium chlorochromate, / CH₂Cl₂ / 2 h / Ambient temperature

4: 102 mg / sodium methylate / methanol / 4 h / Heating

With boron trifluoride diethyl etherate; sodium methylate; acetic acid; triethylamine; pyridinium chlorochromate; In methanol; dichloromethane;

DOI:10.1021/jo00387a029

Reference yield:

(4aS,4bR,8aR)-6-Hydroxy-4,4a,4b,5,6,7,8,8a,9,10-decahydro-3H-phenanthren-2-one (82381-11-1,108121-06-8) → 2'-oxo-3'-(phenylmethylidene)-1',2',3',4',4a'β,5',6',6a'α,7',11',11a'β,12',12a'β,12b'α-tetradecahydrospiro<1,3-dithiolane-2,9'(10'H)-benzanthracene> (108121-39-7)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine

2: 1.) NH₃ (liq.), lithium, 2.) KOH / 1.) THF, t-butyl alcohol, 50 min, 2.) methanol, water, RT, 18 h

3: CH₃ONa / benzene / 20 h / Ambient temperature

4: 1.) triethylamine, 2.) sodium methoxide / 1.) methanol, RT, overnight, 2.) methanol, RT, 2 h

5: 96 percent / acetic acid, boron trifluoride etherate / 0.08 h

6: 78 percent / pyridinium chlorochromate, / CH₂Cl₂ / 2 h / Ambient temperature

7: 102 mg / sodium methylate / methanol / 4 h / Heating

With pyridine; potassium hydroxide; boron trifluoride diethyl etherate; ammonia; sodium methylate; lithium; acetic acid; triethylamine; pyridinium chlorochromate; In methanol; dichloromethane; benzene;

DOI:10.1021/jo00387a029

Reference yield:

3-hydroxy-(4aα,4bβ,8aα,10aβ)-perhydro-7-phenanthrenone (108121-08-0) → 2'-oxo-3'-(phenylmethylidene)-1',2',3',4',4a'β,5',6',6a'α,7',11',11a'β,12',12a'β,12b'α-tetradecahydrospiro<1,3-dithiolane-2,9'(10'H)-benzanthracene> (108121-39-7)

Guidance literature:

Multi-step reaction with 5 steps

1: CH₃ONa / benzene / 20 h / Ambient temperature

2: 1.) triethylamine, 2.) sodium methoxide / 1.) methanol, RT, overnight, 2.) methanol, RT, 2 h

3: 96 percent / acetic acid, boron trifluoride etherate / 0.08 h

4: 78 percent / pyridinium chlorochromate, / CH₂Cl₂ / 2 h / Ambient temperature

5: 102 mg / sodium methylate / methanol / 4 h / Heating

With boron trifluoride diethyl etherate; sodium methylate; acetic acid; triethylamine; pyridinium chlorochromate; In methanol; dichloromethane; benzene;

DOI:10.1021/jo00387a029

upstream raw materials:

benzaldehyde

9,9-(ethylenedithio)-1,2,3,4,4aβ,5,6,6aα,7,10,11,11aβ,12,12aβ,12bα-tetradecahydrobenzanthracen-2(9H)-one

3-hydroxy-(4aα,4bβ,8aα,10aβ)-perhydro-7-phenanthrenone

(4aS,4bR,8aR)-6-Hydroxy-4,4a,4b,5,6,7,8,8a,9,10-decahydro-3H-phenanthren-2-one