{(S)-6-[(R)-7-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester → HCID 86697122, compound

HRID 237457Notes

Reaction equation

HRID 237457 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5](B2OC(C)(C)C(C)(C)O2)=[C:6]2[C:10]=1[C@H:9]([O:11][C:12]1[CH:25]=[CH:24][C:15]3[C@H:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH2:17][O:18][C:14]=3[CH:13]=1)[CH2:8][CH2:7]2.Br[C:36]1[C:47]([CH3:48])=[CH:46][C:39]([O:40][CH2:41][C:42]([CH3:45])([OH:44])[CH3:43])=[CH:38][C:37]=1[CH3:49]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:36]2[C:47]([CH3:48])=[CH:46][C:39]([O:40][CH2:41][C:42]([OH:44])([CH3:43])[CH3:45])=[CH:38][C:37]=2[CH3:49])=[C:6]2[C:10]=1[C@H:9]([O:11][C:12]1[CH:25]=[CH:24][C:15]3[C@H:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH2:17][O:18][C:14]=3[CH:13]=1)[CH2:8][CH2:7]2

Participants

3

Reactant 2

HCID 86697106{(S)-6-[(R)-7-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl esterHCID 86697121HCID 86697121, compound

Product 1

HCID 86697122HCID 86697122, compound

Procedure

The title compound is prepared from methyl 2-((S)-6-((R)-7-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate and 1-(4-bromo-3,5-dimethylphenoxy)-2-methylpropan-2-ol following a procedure analogous to that described in Step 5 of Intermediate 1. LC (method 8): tR=0.77 min; Mass spectrum (ESI+): m/z=535 [M+H]+.

Sources & evidence

ORD record
ord-03df27a4ee284097bb912e41f354dd4f
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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