Trifluoroacetic acid → HCID 10257299, compound

HRID 1269356Notes

Reaction equation

C(O)(C(F)(F)F)=O.[CH3:8][S:9]([C:12]1[CH:17]=[CH:16][C:15](/[C:18](/[CH2:38][O:39][C:40](=[O:50])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][O:46][N+:47]([O-:49])=[O:48])=[C:19](\[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)/[C:20]([O:22][C@@H:23]([CH3:31])[C:24]([O:26]C(C)(C)C)=[O:25])=[O:21])=[CH:14][CH:13]=1)(=[O:11])=[O:10]>>[CH3:8][S:9]([C:12]1[CH:13]=[CH:14][C:15](/[C:18](/[CH2:38][O:39][C:40](=[O:50])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][O:46][N+:47]([O-:49])=[O:48])=[C:19](\[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)/[C:20]([O:22][C@@H:23]([CH3:31])[C:24]([OH:26])=[O:25])=[O:21])=[CH:16][CH:17]=1)(=[O:11])=[O:10]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 10461521HCID 10461521, compound

Product 1

HCID 10257299HCID 10257299, compound

Procedure

The titled compound (0.25 g) was obtained as a white powder after a TFA treatment of the (1S)-2-tert-butoxy-1-methyl-2-oxoethyl (2Z)-3-[4-(methylsulfonyl)phenyl]-4-{[6-(nitrooxy)hexanoyl]oxy}-2-phenylbut-2-enoate as prepared above. 1H NMR (500 MHz, Acetone-d6): δ 7.80 (d, 2 H), 7.48 (d, 2 H), 7.17–7.09 (m, 5 H), 5.34 (s, 2 H), 5.25 (m, 1 H), 4.50 (t, 2 H), 3.08 (s, 3 H), 2.25 (t, 2 H), 1.69 (m, 2 H), 1.55 (d, 3 H), 1.49 (m, 2 H), 1.32 (m, 2 H).

Sources & evidence

ORD record: ord-ce22db8c2e244202ba83314fb11acbcb
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07199154B2

Reaction notes

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