(3S)-6-bromo-3-methyl-3,4-dihydro-1H-isochromen-1-one → (3S)-3-Methyl-6-(oxiran-2-yl)-3,4-dihydro-1H-isochromen-1-one

HRID 2173424Notes

Reaction equation

HRID 2173424 reaction equation
[CH3:1][C@@H:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH:12]3[CH2:14][O:13]3)[CH:9]=2)[C:4](=[O:15])[O:3]1.BrC1C=C2C(=CC=1)C(=O)O[C@@H](C)C2>>[CH3:1][C@H:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH:12]3[CH2:14][O:13]3)[CH:9]=2)[C:4](=[O:15])[O:3]1

Participants

3

Reactant 2

HCID 67517728(3S)-6-bromo-3-methyl-3,4-dihydro-1H-isochromen-1-oneHCID 86693039(3R)-3-methyl-6-(oxiran-2-yl)-3,4-dihydro-1H-isochromen-1-one

Product 1

HCID 86693038(3S)-3-Methyl-6-(oxiran-2-yl)-3,4-dihydro-1H-isochromen-1-one

Procedure

(3S)-3-Methyl-6-(oxiran-2-yl)-3,4-dihydro-1H-isochromen-1-one was prepared in an analogous fashion to that described for the synthesis of (3R)-3-methyl-6-(oxiran-2-yl)-3,4-dihydro-1H-isochromen-1-one except starting from (3S)-6-bromo-3-methyl-3,4-dihydro-1H-isochromen-1-one.

Sources & evidence

ORD record
ord-ac86b8c246d64dbda71a09a3a20d5ff5
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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