Cyclopentanol → Rac-[1-(4-chloro-phenyl)-2-(4-cyclopentyloxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

HRID 384942Notes

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].[CH:26]1(O)[CH2:30][CH2:29][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]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH:26]2[CH2:30][CH2:29][CH2:28][CH2:27]2)=[CH:13][CH:12]=1)=[O:10])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 7298Cyclopentanol

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

Product 1

HCID 68411321Rac-[1-(4-chloro-phenyl)-2-(4-cyclopentyloxy-phenyl)-2-oxo-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 cyclopentanol in analogy to Example 9c): MS (ISP): 466.1 and 468.3 (M+H)+, 366.0 and 368.0 ((M-Boc)+H)+ (100%).

Sources & evidence

ORD record: ord-fa1a619a063d44888a4db3dc7998a774
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367838B2

Reaction notes

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