1-Bromo-2-methylpropane → HCID 58822821, compound

HRID 459284Notes

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[CH2:29][CH:30]([CH3:32])[CH3:31]>>[CH2:29]([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)[CH:30]([CH3:32])[CH3:31]

Participants

Reactant 2

HCID 65551-Bromo-2-methylpropane

HCID 58822797HCID 58822797, compound

Product 1

HCID 58822821HCID 58822821, compound

Procedure

(2S)-3-{4-[3-(4-Hydroxy-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid ethyl ester (Example 263, Step B) was coupled under the ester J with 1-bromo-2-methylpropane to afford the title compound. 1H-NMR (CDCl3, 200.15 MHz): δ 7.14 (d, 2H, J=8.6), 6.86–6.82 (m, 6H), 4.11 (q, 4H, J=6.2), 3.98 (dd, 1H, J=7.3, 4.6), 3.66 (d, 2H, J=6.5), 3.40 (s, 3H), 3.10 (dd, 1H, J=14.5, 4.6), 2.95 (dd, 1H, J=14.5, 7.3), 2.21 (qn, 2H, J=6.2), 2.11–1.98 (m, 1H), 1.01 (d, 6H, J=6.7).

Sources & evidence

ORD record: ord-957216555612413f80945a7703a03070
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07192982B2

Reaction notes

Loading…