HCID 68315188, compound → HCID 68314885, compound

HRID 2202140Notes

Reaction equation

COC([C@]12C(C)(C)[C@H](CC1)C=C2OS(C(F)(F)F)(=O)=O)=O.[CH3:22][O:23][C:24]([C@@:26]12[C:32]([CH3:34])([CH3:33])[C@@H:29]([CH2:30][CH2:31]1)[CH:28]=[C:27]2[C:35]1[C:40]([O:41][CH3:42])=[CH:39][C:38]([C:43]([CH3:51])([CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])[CH3:44])=[CH:37][C:36]=1[O:52][CH3:53])=[O:25]>>[CH3:22][O:23][C:24]([C@:26]12[C:32]([CH3:33])([CH3:34])[C@H:29]([CH2:30][CH2:31]1)[CH:28]=[C:27]2[C:35]1[C:36]([O:52][CH3:53])=[CH:37][C:38]([C:43]([CH3:51])([CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])[CH3:44])=[CH:39][C:40]=1[O:41][CH3:42])=[O:25]

Participants

Reactant 2

HCID 68315188HCID 68315188, compound

HCID 86671522HCID 86671522, compound

Product 1

HCID 68314885HCID 68314885, compound

Procedure

The title compound was prepared from 9b by the general procedure described for compound 11a. Yellowish oil (69%). 1H NMR (300 MHz, CDCl3) δ ppm 6.45 (s, 2H), 6.28 (d, J=3.42 Hz, 1H), 3.72 (s, 6H), 3.45 (s, 3H), 2.43 (m, 2H), 1.80-2.03 (m, 1H), 1.53-1.58 (m, 2H), 1.26 (s, 6H), 1.13-1.22 (m, 7H), 1.11 (s, 3H), 0.98-1.08 (m, 3H), 0.97 (s, 3H), 0.84 (t, J=6.79 Hz, 3H). Exact mass calculated for C28H42O4 m/e 442.31. found 442.91. Anal. calcd. for C28H42O4: C, 75.98; H, 9.56. Found: C, 75.58; H, 9.70.

Sources & evidence

ORD record: ord-98668ae348ae427ca7621d661bf00c8f
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09365534B2

Reaction notes

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