(S)-Methyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetate → {(S)-6-[(R)-4-bromo-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester

HRID 2406510Notes

Reaction equation

HRID 2406510 reaction equation
[CH3:1][O:2][C:3](=[O:15])[CH2:4][C@H:5]1[C:9]2[CH:10]=[CH:11][C:12]([OH:14])=[CH:13][C:8]=2[O:7][CH2:6]1.[Br:16][C:17]1[C:25]([C:26]([F:29])([F:28])[F:27])=[CH:24][CH:23]=[C:22]2[C:18]=1[CH2:19][CH2:20][C@@H:21]2O>>[CH3:1][O:2][C:3](=[O:15])[CH2:4][C@H:5]1[C:9]2[CH:10]=[CH:11][C:12]([O:14][C@H:21]3[C:22]4[C:18](=[C:17]([Br:16])[C:25]([C:26]([F:27])([F:28])[F:29])=[CH:24][CH:23]=4)[CH2:19][CH2:20]3)=[CH:13][C:8]=2[O:7][CH2:6]1

Participants

3

Reactant 2

HCID 53393313(S)-Methyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetateHCID 86700775(S)-4-bromo-5-trifluoromethyl-indan-1-ol

Product 1

HCID 86700774{(S)-6-[(R)-4-bromo-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester

Procedure

The title compound is prepared from [(S)-6-hydroxy-2,3-dihydro-benzofuran-3-yl]-acetic acid methyl ester and (S)-4-bromo-5-trifluoromethyl-indan-1-ol following a procedure analogous to that described in Step 2 of Intermediate 2. LC (method 5): tR=1.62 min; Mass spectrum (ESI+): m/z=471/473 (Br) [M+H]+.

Sources & evidence

ORD record
ord-4723eba21b424814935a8c8c959567a6
Source dataset
uspto-grants-2014_08
Patent number
US08809376B2

Reaction notes

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