4-[({(1R,2R)-2-[1-(tert-butoxycarbonyl)piperidin-4-yl]cyclopropyl}methoxy)methyl]-2-fluorobenzoic acid

Base Information

Chemical Name:4-[({(1R,2R)-2-[1-(tert-butoxycarbonyl)piperidin-4-yl]cyclopropyl}methoxy)methyl]-2-fluorobenzoic acid
CAS No.:1416366-45-4
Molecular Formula:C₂₂H₃₀FNO₅
Molecular Weight:407.482
Hs Code.:

Synonyms:4-[({(1R,2R)-2-[1-(tert-butoxycarbonyl)piperidin-4-yl]cyclopropyl}methoxy)methyl]-2-fluorobenzoic acid

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Chemical Property of 4-[({(1R,2R)-2-[1-(tert-butoxycarbonyl)piperidin-4-yl]cyclopropyl}methoxy)methyl]-2-fluorobenzoic acid

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Technology Process of 4-[({(1R,2R)-2-[1-(tert-butoxycarbonyl)piperidin-4-yl]cyclopropyl}methoxy)methyl]-2-fluorobenzoic acid

There total 4 articles about 4-[({(1R,2R)-2-[1-(tert-butoxycarbonyl)piperidin-4-yl]cyclopropyl}methoxy)methyl]-2-fluorobenzoic 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:

: 1416366-27-2
tert-butyl 4-((1R,2R)-2-(((4-bromo-3-fluorobenzyl)oxy)methyl)cyclopropyl)piperidine-1-carboxylate

: 1416366-45-4
4-[({(1R,2R)-2-[1-(tert-butoxycarbonyl)piperidin-4-yl]cyclopropyl}methoxy)methyl]-2-fluorobenzoic acid

Guidance literature:: tert-butyl 4-((1R,2R)-2-(((4-bromo-3-fluorobenzyl)oxy)methyl)cyclopropyl)piperidine-1-carboxylate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With carbon dioxide; In tetrahydrofuran; hexane; at 20 ℃; for 0.25h;

Reference yield:

: 403802-41-5
tert-butyl 4-(3-hydroxyprop-1-yn-1-yl)piperidine-1-carboxylate

: 1416366-45-4
4-[({(1R,2R)-2-[1-(tert-butoxycarbonyl)piperidin-4-yl]cyclopropyl}methoxy)methyl]-2-fluorobenzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen; quinoline / Lindlar's catalyst / ethyl acetate / 0.67 h / 760.05 Torr

2.1: diethylzinc / dichloromethane; 1,2-dimethoxyethane / 1.58 h / -30 - -20 °C / Inert atmosphere

2.2: 1 h / -15 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

3.2: 1 h / 20 °C

4.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

4.2: 0.25 h / 20 °C

With quinoline; n-butyllithium; hydrogen; diethylzinc; sodium hydride; Lindlar's catalyst; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: tert-butyl 4-[(1Z)-3-hydroxyprop-1-en-1-yl]piperidine-1-carboxylate

: 1416366-45-4
4-[({(1R,2R)-2-[1-(tert-butoxycarbonyl)piperidin-4-yl]cyclopropyl}methoxy)methyl]-2-fluorobenzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethylzinc / dichloromethane; 1,2-dimethoxyethane / 1.58 h / -30 - -20 °C / Inert atmosphere

1.2: 1 h / -15 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

2.2: 1 h / 20 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

3.2: 0.25 h / 20 °C

With n-butyllithium; diethylzinc; sodium hydride; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; N,N-dimethyl-formamide;