2-Bromopropene → HCID 58822727, compound

HRID 459285Notes

Reaction equation

C([O:3][C:4](=[O:27])[C@@H:5]([O:25][CH3:26])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=2)=[CH:9][CH:8]=1)C.Br[C:29]([CH3:31])=[CH2:30]>>[CH:29]([O:24][C:21]1[CH:20]=[CH:19][C:18]([O:17][CH2:16][CH2:15][CH2:14][O:13][C:10]2[CH:9]=[CH:8][C:7]([CH2:6][C@H:5]([O:25][CH3:26])[C:4]([OH:3])=[O:27])=[CH:12][CH:11]=2)=[CH:23][CH:22]=1)([CH3:31])[CH3:30]

Participants

Reactant 2

HCID 112022-Bromopropene

HCID 58822797HCID 58822797, compound

Product 1

HCID 58822727HCID 58822727, compound

Procedure

The title compound was prepared from (2S)-3-{4-[3-(4-hydroxy-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid ethyl ester (Example 263, Step B) and 2-bromopropene following the procedure described for Example 264. 1H-NMR (CDCl3, 200.15 MHz): δ 7.14 (d, 2H, J=8.3), 6.86–6.82 (m, 6H), 4.40 (qn, 1H, J=5.9), 4.11 (q, 4H, J=5.9), 3.98 (dd, 1H, J=7.3, 4.6), 3.40 (s, 3H), 3.10 (dd, 1H, J=14.2, 4.3), 3.01–2.90 (dd, 1H, J=14.2, 7.2), 2.22 (qn, 2H, J=5.9), 1.30 (d, 6H, J=6.2).

Sources & evidence

ORD record: ord-7c176829141b470082c07682a22cdeef
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07192982B2

Reaction notes

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