benzyl 4-((1R,2S)-2-(hydroxymethyl)cyclopropyl)piperidine-1-carboxylate

Base Information

Chemical Name:benzyl 4-((1R,2S)-2-(hydroxymethyl)cyclopropyl)piperidine-1-carboxylate
CAS No.:1588944-65-3
Molecular Formula:C₁₇H₂₃NO₃
Molecular Weight:289.375
Hs Code.:

Synonyms:benzyl 4-((1R,2S)-2-(hydroxymethyl)cyclopropyl)piperidine-1-carboxylate

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Chemical Property of benzyl 4-((1R,2S)-2-(hydroxymethyl)cyclopropyl)piperidine-1-carboxylate

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Technology Process of benzyl 4-((1R,2S)-2-(hydroxymethyl)cyclopropyl)piperidine-1-carboxylate

There total 3 articles about benzyl 4-((1R,2S)-2-(hydroxymethyl)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: 62.3%

: 75-11-6
diiodomethane

: 1334681-27-4
(E)-benzyl 4-(3-hydroxyprop-1-en-1-yl)piperidine-1-carboxylate

: 1588944-65-3
benzyl 4-((1R,2S)-2-(hydroxymethyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: diiodomethane; With diethylzinc; In 1,2-dimethoxyethane; dichloromethane; at -10 ℃; for 0.333333h; Inert atmosphere;

(E)-benzyl 4-(3-hydroxyprop-1-en-1-yl)piperidine-1-carboxylate; With (4R,5R)-2-butyl-N⁴,N⁴,N⁵,N⁵-tetramethyl-1,3,2-dioxaborolane-4,5-dicarboxamide; In 1,2-dimethoxyethane; dichloromethane; at -10 - 0 ℃; for 5h; Inert atmosphere;

Reference yield:

: 138163-08-3
N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde

: 1588944-65-3
benzyl 4-((1R,2S)-2-(hydroxymethyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 16 h / 20 °C

2.1: diisobutylaluminium hydride / dichloromethane / 5 h / 0 °C / Inert atmosphere

3.1: diethylzinc / dichloromethane; 1,2-dimethoxyethane / 0.33 h / -10 °C / Inert atmosphere

3.2: 5 h / -10 - 0 °C / Inert atmosphere

With diethylzinc; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In 1,2-dimethoxyethane; dichloromethane; acetonitrile;

Reference yield:

: 664364-13-0
benzyl 4-((1E)-3-ethoxy-3-oxoprop-1-en-1-yl)piperidine-1-carboxylate

: 1588944-65-3
benzyl 4-((1R,2S)-2-(hydroxymethyl)cyclopropyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / dichloromethane / 5 h / 0 °C / Inert atmosphere

2.1: diethylzinc / dichloromethane; 1,2-dimethoxyethane / 0.33 h / -10 °C / Inert atmosphere

2.2: 5 h / -10 - 0 °C / Inert atmosphere

With diethylzinc; diisobutylaluminium hydride; In 1,2-dimethoxyethane; dichloromethane;