tert-butyl 4-((1R,2R)-2-((3-fluoro-4-(1H-tetrazol-1-yl)benzyloxy)methyl)cyclopropyl)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-((1R,2R)-2-((3-fluoro-4-(1H-tetrazol-1-yl)benzyloxy)methyl)cyclopropyl)piperidine-1-carboxylate
CAS No.:1416366-81-8
Molecular Formula:C₂₂H₃₀FN₅O₃
Molecular Weight:431.51
Hs Code.:

Synonyms:tert-butyl 4-((1R,2R)-2-((3-fluoro-4-(1H-tetrazol-1-yl)benzyloxy)methyl)cyclopropyl)piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-((1R,2R)-2-((3-fluoro-4-(1H-tetrazol-1-yl)benzyloxy)methyl)cyclopropyl)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-((1R,2R)-2-((3-fluoro-4-(1H-tetrazol-1-yl)benzyloxy)methyl)cyclopropyl)piperidine-1-carboxylate

There total 5 articles about tert-butyl 4-((1R,2R)-2-((3-fluoro-4-(1H-tetrazol-1-yl)benzyloxy)methyl)cyclopropyl)piperidine-1-carboxylate 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: 91.0%

: 1416366-80-7
tert-butyl 4-((1R,2R)-2-((4-amino-3-fluorobenzyloxy)methyl)cyclopropyl)piperidine-1-carboxylate

: 122-51-0
orthoformic acid triethyl ester

: 1416366-81-8
tert-butyl 4-((1R,2R)-2-((3-fluoro-4-(1H-tetrazol-1-yl)benzyloxy)methyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: With sodium azide; In acetic acid; at 100 ℃; for 3h; Inert atmosphere; Sealed vial;

Reference yield:

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

: 1416366-81-8
tert-butyl 4-((1R,2R)-2-((3-fluoro-4-(1H-tetrazol-1-yl)benzyloxy)methyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 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: potassium carbonate; copper(l) iodide; ammonium hydroxide / dimethyl sulfoxide / 48 h / 85 °C / Inert atmosphere; Sealed vial

5.1: sodium azide / acetic acid / 3 h / 100 °C / Inert atmosphere; Sealed vial

With quinoline; copper(l) iodide; sodium azide; hydrogen; diethylzinc; sodium hydride; potassium carbonate; ammonium hydroxide; Lindlar's catalyst; In 1,2-dimethoxyethane; dichloromethane; acetic acid; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 1416366-00-1
tert-butyl 4-[(1S,2R)-2-(hydroxymethyl)cyclopropyl]piperidine-1-carboxylate

: 1416366-81-8
tert-butyl 4-((1R,2R)-2-((3-fluoro-4-(1H-tetrazol-1-yl)benzyloxy)methyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 1 h / 20 °C

2.1: potassium carbonate; copper(l) iodide; ammonium hydroxide / dimethyl sulfoxide / 48 h / 85 °C / Inert atmosphere; Sealed vial

3.1: sodium azide / acetic acid / 3 h / 100 °C / Inert atmosphere; Sealed vial

With copper(l) iodide; sodium azide; sodium hydride; potassium carbonate; ammonium hydroxide; In acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;