Tetrahydro-4H-pyran-4-ol → Rac-[1-(4-chloro-phenyl)-2-oxo-2-[4-(tetrahydro-pyran-4-yloxy)-phenyl]-ethyl]-carbamic acid tert-butyl ester

HRID 384954Notes

Reaction equation

HRID 384954 reaction equation
[C:1]([O:5][C:6](=[O:25])[NH:7][CH:8]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)[C:9]([C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)=[O:10])([CH3:4])([CH3:3])[CH3:2].[O:26]1[CH2:31][CH2:30][CH:29](O)[CH2:28][CH2:27]1>>[C:1]([O:5][C:6](=[O:25])[NH:7][CH:8]([C:18]1[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=1)[C:9](=[O:10])[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH:29]2[CH2:30][CH2:31][O:26][CH2:27][CH2:28]2)=[CH:13][CH:12]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 74956Tetrahydro-4H-pyran-4-olHCID 68409176Rac-[1-(4-chloro-phenyl)-2-(4-hydroxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 68409217Rac-[1-(4-chloro-phenyl)-2-oxo-2-[4-(tetrahydro-pyran-4-yloxy)-phenyl]-ethyl]-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from rac-[1-(4-chloro-phenyl)-2-(4-hydroxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester and tetrahydro-4H-pyran-4-ol in analogy to Example 9c): MS (ISN): 444.3 (M−H)−.

Sources & evidence

ORD record
ord-0d959526cfb64c30be80ba932e854182
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Reaction notes

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