Ammonium fluoride → HCID 22009432, compound

HRID 323311Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:38]=[C:39]([O:43][CH3:44])[C:40]=1[O:41][CH3:42])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:22][C:23]2[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[C:25]([C:33]([F:36])([F:35])[F:34])[CH:24]=2)([CH2:12][CH2:13][O:14][Si](C(C)(C)C)(C)C)[C:8]1=[O:37].[F-].[NH4+]>>[CH3:44][O:43][C:39]1[CH:38]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[C:40]=1[O:41][CH3:42])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:22][C:23]2[CH:28]=[C:27]([C:29]([F:30])([F:31])[F:32])[CH:26]=[C:25]([C:33]([F:36])([F:34])[F:35])[CH:24]=2)([CH2:12][CH2:13][OH:14])[C:8]1=[O:37]

Participants

Reactant 2

HCID 25516Ammonium fluoride

HCID 22009080HCID 22009080, compound

Product 1

HCID 22009432HCID 22009432, compound

Procedure

Prepare by the method of Example 23.2 using 1-(3,4,5-trimethoxybenzyl)-3-(3,5-di(trifluoromethyl)phenylmethyl)-3-(2-(t-butyldimethylsilyloxy)ethyl)-2-oxopyrrolidine (0.20 g, 0.31 mmol) and ammonium fluoride (0.07 g, 1.93 mmol) to give the title compound: Rf=0.45 (silica gel, ethyl acetate).

Sources & evidence

ORD record: ord-8121a06c90b443549892b0e1931262cb
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06211199B1

Reaction notes

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