Cyclopropanemethanol → Rac-[2-(4-cyclopropylmethoxy-phenyl)-1-(3,4-dichloro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

HRID 384943Notes

Reaction equation

HRID 384943 reaction equation
[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[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:27]1([CH2:30]O)[CH2:29][CH2:28]1>>[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[C:9]([C:11]1[CH:12]=[CH:13][C:14]([O:17][CH2:30][CH:27]2[CH2:29][CH2:28]2)=[CH:15][CH:16]=1)=[O:10])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 75644CyclopropanemethanolHCID 68409306Rac-[1-(3,4-dichloro-phenyl)-2-(4-hydroxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 68410628Rac-[2-(4-cyclopropylmethoxy-phenyl)-1-(3,4-dichloro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from rac-[1-(3,4-dichloro-phenyl)-2-(4-hydroxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester and cyclopropyl-methanol in analogy to Example 9c): MS (ISP): 450.2 and 452.0 (M+H)+, 350.2 and 352.2 ((M-Boc)+H)+ (100%).

Sources & evidence

ORD record
ord-f432ff9a607f4b08afb32db23865c093
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Reaction notes

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