3-Furanol, tetrahydro- → Rac-[1-(3,4-dichloro-phenyl)-2-oxo-2-[4-(tetrahydro-furan-3-yloxy)-phenyl]-ethyl]-carbamic acid tert-butyl ester

HRID 384936Notes

Reaction equation

HRID 384936 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].O[CH:28]1[CH2:32][CH2:31][O:30][CH2:29]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](=[O:10])[C:11]1[CH:12]=[CH:13][C:14]([O:17][CH:28]2[CH2:32][CH2:31][O:30][CH2:29]2)=[CH:15][CH:16]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 99603-Furanol, tetrahydro-HCID 68409306Rac-[1-(3,4-dichloro-phenyl)-2-(4-hydroxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 68408322Rac-[1-(3,4-dichloro-phenyl)-2-oxo-2-[4-(tetrahydro-furan-3-yloxy)-phenyl]-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 rac-3-hydroxy-tetrahydrofuran 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-5acaf4fd651448cbb95bef4ba2c9c4c3
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Reaction notes

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