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

Base Information

• Chemical Name: (5aR,6S,6aS)-3-((4-fluoro-4’-((S)-2-hydroxypropoxy)-2’,6’-dimethyl-[1,1‘-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid
• CAS No.: 1544739-47-0
• Molecular Formula: C₂₈H₂₈FNO₅
• Molecular Weight: 477.532
• Mol file: 1544739-47-0.mol

Synonyms:(5aR,6S,6aS)-3-((4-fluoro-4’-((S)-2-hydroxypropoxy)-2’,6’-dimethyl-[1,1‘-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid

Chemical Property of (5aR,6S,6aS)-3-((4-fluoro-4’-((S)-2-hydroxypropoxy)-2’,6’-dimethyl-[1,1‘-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5aR,6S,6aS)-3-((4-fluoro-4’-((S)-2-hydroxypropoxy)-2’,6’-dimethyl-[1,1‘-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid

There total 15 articles about (5aR,6S,6aS)-3-((4-fluoro-4’-((S)-2-hydroxypropoxy)-2’,6’-dimethyl-[1,1‘-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid 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:

(5aR,6S,6aS)-ethyl 3-((4-fluoro-4’-((S)-2-hydroxypropoxy)-2’,6’-dimethyl-[1,1’-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylate (1544739-49-2) → (5aR,6S,6aS)-3-((4-fluoro-4’-((S)-2-hydroxypropoxy)-2’,6’-dimethyl-[1,1‘-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid (1544739-47-0)

Guidance literature:

With water; sodium hydroxide; In methanol; at 50 ℃; for 0.5h;

Reference yield:

(4-allyl-5-vinyl-pyridin-2-yl)-bis-(4-methoxy-benzyl)-amine (1544739-11-8) → (5aR,6S,6aS)-3-((4-fluoro-4’-((S)-2-hydroxypropoxy)-2’,6’-dimethyl-[1,1‘-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid (1544739-47-0)

Guidance literature:

Multi-step reaction with 7 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 / 110 °C / Inert atmosphere

6.1: potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine / water; 1,4-dioxane / 0.17 h / 130 °C / Inert atmosphere; Microwave irradiation

7.1: sodium hydroxide; water / methanol / 0.5 h / 50 °C

With rhodium(II) acetate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sulfuric acid; water; potassium carbonate; silver carbonate; trifluoroacetic acid; sodium hydroxide; sodium nitrite; tricyclohexylphosphine; In 1,4-dioxane; methanol; dichloromethane; water; toluene;

Reference yield:

(4-bromo-5-vinyl-pyridin-2-yl)-bis-(4-methoxy-benzyl)-amine (1544739-10-7) → (5aR,6S,6aS)-3-((4-fluoro-4’-((S)-2-hydroxypropoxy)-2’,6’-dimethyl-[1,1‘-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid (1544739-47-0)

Guidance literature:

Multi-step reaction with 8 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 / 110 °C / Inert atmosphere

7.1: potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine / water; 1,4-dioxane / 0.17 h / 130 °C / Inert atmosphere; Microwave irradiation

8.1: sodium hydroxide; water / methanol / 0.5 h / 50 °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; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sulfuric acid; water; potassium carbonate; caesium carbonate; silver carbonate; trifluoroacetic acid; sodium hydroxide; sodium nitrite; tricyclohexylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene;

upstream raw materials:

(S)-1-(4-bromo-3,5-dimethylphenoxy)propan-2-ol

4-[2-fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyloxy]-1,1a,6,6a-tetrahydro-3-aza-cyclopropa[a]indene-1-carboxylic acid ethyl ester

(5aR,6S,6aS)-ethyl 3-((4-fluoro-4’-((S)-2-hydroxypropoxy)-2’,6’-dimethyl-[1,1’-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylate

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