tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate → Methyl 2-(1-tert-butoxycarbonylpiperidin-3-ylmethoxy)-4-tert-butylbenzoate

HRID 644288Notes

Reaction equation

HRID 644288 reaction equation
[C:1]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([OH:15])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:16]([N:23]1[CH2:28][CH2:27][CH2:26][CH:25]([CH2:29]O)[CH2:24]1)([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17]>>[C:19]([O:18][C:16]([N:23]1[CH2:28][CH2:27][CH2:26][CH:25]([CH2:29][O:15][C:7]2[CH:6]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:14]=[CH:13][C:8]=2[C:9]([O:11][CH3:12])=[O:10])[CH2:24]1)=[O:17])([CH3:22])([CH3:20])[CH3:21]

Participants

3

Reactant 2

HCID 2763851tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylateHCID 20777194Methyl 4-tert-butyl-2-hydroxybenzoate

Product 1

HCID 68534336Methyl 2-(1-tert-butoxycarbonylpiperidin-3-ylmethoxy)-4-tert-butylbenzoateYield 32.1%

Procedure

In a manner substantially equivalent to Example 21-C, methyl 4-tert-butyl-2-hydroxybezoate (2.08 g, 10.0 mmol) and 1-Boc-3-hydroxymethylpiperidine (2.15 g, 10.0 mmol) were reacted to give the desired product (1.30 g, 32.1%).

Sources & evidence

ORD record
ord-1873bcee984d44faad1cfff66b577b01
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

Loading…