5-Hydroxy-2-methylbenzoxazole → {(S)-6-[(R)-7-Fluoro-4-(2-methyl-benzoxazol-5-yloxy)-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester

HRID 2408571Notes

Reaction equation

HRID 2408571 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5](B(O)O)=[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.[OH:29][C:30]1[CH:31]=[CH:32][C:33]2[O:37][C:36]([CH3:38])=[N:35][C:34]=2[CH:39]=1>>[CH3:23][O:22][C:20](=[O:21])[CH2:19][C@H:16]1[C:15]2[CH:24]=[CH:25][C:12]([O:11][C@H:9]3[C:10]4[C:6](=[C:5]([O:29][C:30]5[CH:31]=[CH:32][C:33]6[O:37][C:36]([CH3:38])=[N:35][C:34]=6[CH:39]=5)[CH:4]=[CH:3][C:2]=4[F:1])[CH2:7][CH2:8]3)=[CH:13][C:14]=2[O:18][CH2:17]1

Participants

3

Reactant 2

HCID 108880735-Hydroxy-2-methylbenzoxazoleHCID 86720141(R)-7-Fluoro-1-[(S)-3-methoxycarbonylmethyl-2,3-dihydrobenzofuran-6-yloxy]-2,3-dihydro-1H-inden-4-ylboronic acid

Product 1

HCID 86720144{(S)-6-[(R)-7-Fluoro-4-(2-methyl-benzoxazol-5-yloxy)-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester

Procedure

The title compound is prepared from (R)-7-fluoro-1-[(S)-3-methoxycarbonylmethyl-2,3-dihydrobenzofuran-6-yloxy]-2,3-dihydro-1H-inden-4-ylboronic acid and 5-hydroxy-2-methyl-benzoxazole following a procedure analogous to that described for Intermediate 6. LC (method 10): tR=0.85 min; Mass spectrum (ESI+): m/z=490 [M+H]+.

Sources & evidence

ORD record
ord-4ef9f61954b74ad2be1244f712ebccb6
Source dataset
uspto-grants-2014_08
Patent number
US08815864B2

Reaction notes

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