3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 3,6-bis-[1,1';3',1'']terphenyl-5'-yl-5-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-1,2,3,6,7,8-hexahydro-as-indacen-4-yl ester

Base Information

• Chemical Name: 3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 3,6-bis-[1,1';3',1'']terphenyl-5'-yl-5-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-1,2,3,6,7,8-hexahydro-as-indacen-4-yl ester
• CAS No.: 118396-92-2
• Molecular Formula: C₆₈H₅₂F₆O₆
• Molecular Weight: 1079.15
• Mol file: 118396-92-2.mol

Synonyms:

Chemical Property of 3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 3,6-bis-[1,1';3',1'']terphenyl-5'-yl-5-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-1,2,3,6,7,8-hexahydro-as-indacen-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 3,6-bis-[1,1';3',1'']terphenyl-5'-yl-5-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-1,2,3,6,7,8-hexahydro-as-indacen-4-yl ester

There total 15 articles about 3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 3,6-bis-[1,1';3',1'']terphenyl-5'-yl-5-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-1,2,3,6,7,8-hexahydro-as-indacen-4-yl ester 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: 39.0%

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride (39637-99-5,20445-33-4) + (+/-)-3,6-bis(3,5-diphenylphenyl)-1,2,3,6,7,8-hexahydro-as-indacene-4,5-diol (118357-17-8) → 3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 3,6-bis-[1,1';3',1'']terphenyl-5'-yl-5-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-1,2,3,6,7,8-hexahydro-as-indacen-4-yl ester (118357-19-0) + 3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 3,6-bis-[1,1';3',1'']terphenyl-5'-yl-5-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-1,2,3,6,7,8-hexahydro-as-indacen-4-yl ester (118396-92-2)

Guidance literature:

With pyridine; for 96h; Ambient temperature;

DOI:10.1021/jo00265a049

Reference yield:

methyl 3-(3,4-dimethoxyphenyl)propionate (27798-73-8) → 3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 3,6-bis-[1,1';3',1'']terphenyl-5'-yl-5-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-1,2,3,6,7,8-hexahydro-as-indacen-4-yl ester (118396-92-2)

Guidance literature:

Multi-step reaction with 12 steps

1: stannic chloride / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, 15 min

2: 1.) sodium hydride / 1.) THF, 2.) reflux, 3 h

3: NaOH / methanol; H₂O / 5 h / Heating

4: 30 h / 200 °C

5: conc. H₂SO₄ / 4 h / Heating

6: 72 percent / FeCl₃, Br₂ / CCl₄ / Heating

7: aq. NaOH / aq. ethanol / 2 h / Heating

8: t-BuLi / tetrahydrofuran; hexane / 20 h / -78 °C

10: 48 percent / triethylsilane, trifluoroacetic acid / CH₂Cl₂ / 0.17 h / Ambient temperature

11: 90 percent / boron tribromide / CH₂Cl₂ / 12 h / -78 - 20 °C

12: 39 percent / pyridine / 96 h / Ambient temperature

With pyridine; triethylsilane; sodium hydroxide; sulfuric acid; bromine; tert.-butyl lithium; boron tribromide; iron(III) chloride; tin(IV) chloride; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; hexane; dichloromethane; water;

DOI:10.1021/jo00265a049

Reference yield:

methyl 3-<2-(chloromethyl)-4,5-dimethoxyphenyl>-propanoate (118357-03-2) → 3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 3,6-bis-[1,1';3',1'']terphenyl-5'-yl-5-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-1,2,3,6,7,8-hexahydro-as-indacen-4-yl ester (118396-92-2)

Guidance literature:

Multi-step reaction with 11 steps

1: 1.) sodium hydride / 1.) THF, 2.) reflux, 3 h

2: NaOH / methanol; H₂O / 5 h / Heating

3: 30 h / 200 °C

4: conc. H₂SO₄ / 4 h / Heating

5: 72 percent / FeCl₃, Br₂ / CCl₄ / Heating

6: aq. NaOH / aq. ethanol / 2 h / Heating

7: t-BuLi / tetrahydrofuran; hexane / 20 h / -78 °C

9: 48 percent / triethylsilane, trifluoroacetic acid / CH₂Cl₂ / 0.17 h / Ambient temperature

10: 90 percent / boron tribromide / CH₂Cl₂ / 12 h / -78 - 20 °C

11: 39 percent / pyridine / 96 h / Ambient temperature

With pyridine; triethylsilane; sodium hydroxide; sulfuric acid; bromine; tert.-butyl lithium; boron tribromide; iron(III) chloride; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; hexane; dichloromethane; water;

DOI:10.1021/jo00265a049

upstream raw materials:

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride

(+/-)-3,6-bis(3,5-diphenylphenyl)-1,2,3,6,7,8-hexahydro-as-indacene-4,5-diol

3,5-diphenylcyclohex-2-en-1-one

methyl 3-(3,4-dimethoxyphenyl)propionate

Downstream raw materials:

(-)-3,6-bis(3,5-diphenylphenyl)-1,2,3,6,7,8-hexahydro-as-indacene-4,5-diol