tert-butyl 4-((1R,2R)-2-(((3,5-difluoro-4-(methylthio)benzyl)oxy)methyl)cyclopropyl)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-((1R,2R)-2-(((3,5-difluoro-4-(methylthio)benzyl)oxy)methyl)cyclopropyl)piperidine-1-carboxylate
CAS No.:1416366-42-1
Molecular Formula:C₂₂H₃₁F₂NO₃S
Molecular Weight:427.556
Hs Code.:

Synonyms:tert-butyl 4-((1R,2R)-2-(((3,5-difluoro-4-(methylthio)benzyl)oxy)methyl)cyclopropyl)piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-((1R,2R)-2-(((3,5-difluoro-4-(methylthio)benzyl)oxy)methyl)cyclopropyl)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-((1R,2R)-2-(((3,5-difluoro-4-(methylthio)benzyl)oxy)methyl)cyclopropyl)piperidine-1-carboxylate

There total 8 articles about tert-butyl 4-((1R,2R)-2-(((3,5-difluoro-4-(methylthio)benzyl)oxy)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: 97.0%

: 473299-49-9
3,5-difluoro-4-(methylthio)benzaldehyde

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

: 1416366-42-1
tert-butyl 4-((1R,2R)-2-(((3,5-difluoro-4-(methylthio)benzyl)oxy)methyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: tert-butyl 4-[(1S,2R)-2-(hydroxymethyl)cyclopropyl]piperidine-1-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.0833333h;

3,5-difluoro-4-(methylthio)benzaldehyde; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield: 97.0%

: 473299-53-5
5-(bromomethyl)-1,3-difluoro-2-(methylthio)benzene

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

: 1416366-42-1
tert-butyl 4-((1R,2R)-2-(((3,5-difluoro-4-(methylthio)benzyl)oxy)methyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: tert-butyl 4-[(1S,2R)-2-(hydroxymethyl)cyclopropyl]piperidine-1-carboxylate; With sodium hydride; In dichloromethane; mineral oil; at 0 ℃; for 0.0833333h;

5-(bromomethyl)-1,3-difluoro-2-(methylthio)benzene; In dichloromethane; mineral oil; at 0 - 20 ℃;
DOI:10.1021/acsmedchemlett.5b00207

Reference yield:

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

: 1416366-42-1
tert-butyl 4-((1R,2R)-2-(((3,5-difluoro-4-(methylthio)benzyl)oxy)methyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 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; mineral oil / 0.08 h / 0 °C

3.2: 0 - 20 °C

With quinoline; hydrogen; diethylzinc; sodium hydride; Lindlar's catalyst; In 1,2-dimethoxyethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; mineral oil;