(1R,2R)-7'-((3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzyl)oxy)-8'-fluoro-3',4'-dihydro-2'H-spiro[cyclopropane-1,1'-naphthalene]-2-carboxylic acid

Base Information

Chemical Name:(1R,2R)-7'-((3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzyl)oxy)-8'-fluoro-3',4'-dihydro-2'H-spiro[cyclopropane-1,1'-naphthalene]-2-carboxylic acid
CAS No.:1222089-36-2
Molecular Formula:C₃₃H₃₅F₂NO₄
Molecular Weight:547.642
Hs Code.:

(1R,2R)-7'-((3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzyl)oxy)-8'-fluoro-3',4'-dihydro-2'H-spiro[cyclopropane-1,1'-naphthalene]-2-carboxylic acid

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Chemical Property of (1R,2R)-7'-((3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzyl)oxy)-8'-fluoro-3',4'-dihydro-2'H-spiro[cyclopropane-1,1'-naphthalene]-2-carboxylic acid

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Technology Process of (1R,2R)-7'-((3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzyl)oxy)-8'-fluoro-3',4'-dihydro-2'H-spiro[cyclopropane-1,1'-naphthalene]-2-carboxylic acid

There total 11 articles about (1R,2R)-7'-((3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzyl)oxy)-8'-fluoro-3',4'-dihydro-2'H-spiro[cyclopropane-1,1'-naphthalene]-2-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:

: C₃₄H₃₇F₂NO₄

: 1222089-36-2
(1R,2R)-7'-((3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzyl)oxy)-8'-fluoro-3',4'-dihydro-2'H-spiro[cyclopropane-1,1'-naphthalene]-2-carboxylic acid

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; ethanol; at 50 ℃; for 15h; Solvent; Inert atmosphere; Large scale;
DOI:10.1021/ml300427u

Reference yield:

: 1222090-58-5
8-fluoro-7-methoxy-1-methylene-1,2,3,4-tetrahydronaphthalene

: 1222089-36-2
(1R,2R)-7'-((3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzyl)oxy)-8'-fluoro-3',4'-dihydro-2'H-spiro[cyclopropane-1,1'-naphthalene]-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: dirhodium(II) tetracarboxylate / dichloromethane / 3 h / 20 - 45 °C / Inert atmosphere

2: sodium hydroxide; 1-dodecylthiol / 1-methyl-pyrrolidin-2-one / 16 h / 125 °C / Inert atmosphere

3: methanol; benzene; diethyl ether / 1 h / 0 °C / Inert atmosphere

4: Chiralcel OJ column / hexane; isopropyl alcohol / Resolution of racemate; Inert atmosphere

5: caesium carbonate / dimethyl sulfoxide / 16 h / 23 °C / Inert atmosphere; Large scale

6: water; lithium hydroxide / tetrahydrofuran; ethanol / 15 h / 50 °C / Inert atmosphere; Large scale

With dirhodium(II) tetracarboxylate; water; caesium carbonate; sodium hydroxide; lithium hydroxide; 1-dodecylthiol; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; ethanol; hexane; dichloromethane; dimethyl sulfoxide; isopropyl alcohol; benzene;
DOI:10.1021/ml300427u

Reference yield:

: ethyl 8'-fluoro-7'-methoxy-3',4'-dihydro-2'H-spiro[cyclopropane-1,1'-naphthalene]-2-carboxylate

: 1222089-36-2
(1R,2R)-7'-((3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzyl)oxy)-8'-fluoro-3',4'-dihydro-2'H-spiro[cyclopropane-1,1'-naphthalene]-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydroxide; 1-dodecylthiol / 1-methyl-pyrrolidin-2-one / 16 h / 125 °C / Inert atmosphere

2: methanol; benzene; diethyl ether / 1 h / 0 °C / Inert atmosphere

3: Chiralcel OJ column / hexane; isopropyl alcohol / Resolution of racemate; Inert atmosphere

4: caesium carbonate / dimethyl sulfoxide / 16 h / 23 °C / Inert atmosphere; Large scale

5: water; lithium hydroxide / tetrahydrofuran; ethanol / 15 h / 50 °C / Inert atmosphere; Large scale

With water; caesium carbonate; sodium hydroxide; lithium hydroxide; 1-dodecylthiol; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; ethanol; hexane; dimethyl sulfoxide; isopropyl alcohol; benzene;
DOI:10.1021/ml300427u