(5aR,6S,6aS)-3-(1-(4-fluoro-2’,6’-dimethyl-4’-(3-(methylsulfonyl)propoxy)-[1,1’-biphenyl]-3-yl)ethoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid ethyl ester

Base Information

• Chemical Name: (5aR,6S,6aS)-3-(1-(4-fluoro-2’,6’-dimethyl-4’-(3-(methylsulfonyl)propoxy)-[1,1’-biphenyl]-3-yl)ethoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid ethyl ester
• CAS No.: 1544741-11-8
• Molecular Formula: C₃₂H₃₆FNO₆S
• Molecular Weight: 581.705
• Mol file: 1544741-11-8.mol

Synonyms:(5aR,6S,6aS)-3-(1-(4-fluoro-2’,6’-dimethyl-4’-(3-(methylsulfonyl)propoxy)-[1,1’-biphenyl]-3-yl)ethoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid ethyl ester

Chemical Property of (5aR,6S,6aS)-3-(1-(4-fluoro-2’,6’-dimethyl-4’-(3-(methylsulfonyl)propoxy)-[1,1’-biphenyl]-3-yl)ethoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5aR,6S,6aS)-3-(1-(4-fluoro-2’,6’-dimethyl-4’-(3-(methylsulfonyl)propoxy)-[1,1’-biphenyl]-3-yl)ethoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid ethyl ester

There total 12 articles about (5aR,6S,6aS)-3-(1-(4-fluoro-2’,6’-dimethyl-4’-(3-(methylsulfonyl)propoxy)-[1,1’-biphenyl]-3-yl)ethoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid ethyl 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:

2-(2,6-dimethyl-4-(3-(methylsulfonyl)propoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1458653-88-7) + (5aR,6S,6aS)-ethyl 3-(1-(5-bromo-2-fluorophenyl)ethoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylate (1544741-09-4) → (5aR,6S,6aS)-3-(1-(4-fluoro-2’,6’-dimethyl-4’-(3-(methylsulfonyl)propoxy)-[1,1’-biphenyl]-3-yl)ethoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid ethyl ester (1544741-11-8)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,4-dioxane; water; at 100 ℃;

Reference yield:

(4-bromo-5-vinyl-pyridin-2-yl)-bis-(4-methoxy-benzyl)-amine (1544739-10-7) → (5aR,6S,6aS)-3-(1-(4-fluoro-2’,6’-dimethyl-4’-(3-(methylsulfonyl)propoxy)-[1,1’-biphenyl]-3-yl)ethoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid ethyl ester (1544741-11-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran / 18.33 h / Reflux; Inert atmosphere

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / Reflux; Inert atmosphere

3.1: rhodium(II) acetate / dichloromethane / 0.25 h

3.2: 3 h / Reflux

4.1: trifluoroacetic acid / dichloromethane / 20 °C

5.1: sulfuric acid; sodium nitrite / 2 h / 0 - 20 °C

6.1: silver carbonate / toluene / 16 h / 110 °C

7.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; 1,4-dioxane / 100 °C

With rhodium(II) acetate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; sodium carbonate; caesium carbonate; silver carbonate; trifluoroacetic acid; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene;

Reference yield:

(4-allyl-5-vinyl-pyridin-2-yl)-bis-(4-methoxy-benzyl)-amine (1544739-11-8) → (5aR,6S,6aS)-3-(1-(4-fluoro-2’,6’-dimethyl-4’-(3-(methylsulfonyl)propoxy)-[1,1’-biphenyl]-3-yl)ethoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid ethyl ester (1544741-11-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / Reflux; Inert atmosphere

2.1: rhodium(II) acetate / dichloromethane / 0.25 h

2.2: 3 h / Reflux

3.1: trifluoroacetic acid / dichloromethane / 20 °C

4.1: sulfuric acid; sodium nitrite / 2 h / 0 - 20 °C

5.1: silver carbonate / toluene / 16 h / 110 °C

6.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; 1,4-dioxane / 100 °C

With rhodium(II) acetate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; sodium carbonate; silver carbonate; trifluoroacetic acid; sodium nitrite; In 1,4-dioxane; dichloromethane; water; toluene;

upstream raw materials:

(4-bromo-5-vinyl-pyridin-2-yl)-bis-(4-methoxy-benzyl)-amine

(4-allyl-5-vinyl-pyridin-2-yl)-bis-(4-methoxy-benzyl)-amine

bis-(4-methoxy-benzyl)-(5H-[2]pyrindin-3-yl)-amine

4-[bis-(4-methoxy-benzyl)-amino]-1,1a,6,6a-tetrahydro-3-aza-cyclopropa[a]-indene-1-carboxylic acid ethyl ester

Downstream raw materials:

(5aR,6S,6aS)-3-(1-(4-fluoro-2’,6’-dimethyl-4’-(3-(methylsulfonyl)propoxy)-[1,1’-biphenyl]-3-yl)ethoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid