Piperidin-4-ol → [1-(R)-(4-Fluorobenzyl)-2-(4-hydroxypiperidin-1-yl)-2-oxoethyl] carbamic acid tert-butyl ester

HRID 1693398Notes

Reaction equation

HRID 1693398 reaction equation
[C:1]([NH:8][C@@H:9]([C:18]([OH:20])=O)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[OH:21][CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>>[C:4]([O:3][C:1](=[O:2])[NH:8][C@H:9]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=1)[C:18]([N:25]1[CH2:26][CH2:27][CH:22]([OH:21])[CH2:23][CH2:24]1)=[O:20])([CH3:5])([CH3:6])[CH3:7]

Participants

3

Reactant 2

HCID 79341Piperidin-4-olHCID 2734493(2R)-2-(((tert-butoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid

Product 1

HCID 21970173[1-(R)-(4-Fluorobenzyl)-2-(4-hydroxypiperidin-1-yl)-2-oxoethyl] carbamic acid tert-butyl ester

Procedure

The title compound was prepared according to EXAMPLE 231 but using Boc-3-(4-fluorophenyl)-(R)-alanine and 4-hydroxypiperidine. m/z (ES+)=367.34 [M+H]+.

Sources & evidence

ORD record
ord-5ad7f26ac3ce48b68d953469ddbfa0f3
Source dataset
uspto-grants-2012_04
Patent number
US08158622B2

Reaction notes

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