2-Aminocyclohexanol → HCID 86682402, compound

HRID 2365251Notes

Reaction equation

[Br:1][C:2]1[C:3]2[CH:22]=[CH:21][CH:20]=[CH:19][C:4]=2[C:5]2[CH2:6][N:7]([C@H:12]3[CH2:17]C[CH2:15][CH2:14][C@@H:13]3[OH:18])[C:8](=[O:11])[C:9]=2[CH:10]=1.NC1CCCCC1[OH:30]>>[Br:1][C:2]1[C:3]2[CH:22]=[CH:21][CH:20]=[CH:19][C:4]=2[C:5]2[CH2:6][N:7]([C@@H:12]3[C@@H:13]([OH:18])[CH2:14][CH2:15][O:30][CH2:17]3)[C:8](=[O:11])[C:9]=2[CH:10]=1

Participants

Reactant 2

HCID 232862-Aminocyclohexanol

HCID 68626060HCID 68626060, compound

Product 1

HCID 86682402HCID 86682402, compound

Procedure

5-Bromo-2-[(3S,4S)-4-hydroxytetrahydro-2H-pyran-3-yl]-1,2-dihydro-3H-benzo[e]isoindol-3-one was prepared employing the procedures described for the construction of 5-bromo-2-[(1S,2S)-2-hydroxycyclohexyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one in Example 1, substituting (3S,4S)-3-aminotetrahydro-2H-pyran-4-ol for 2-amino-cyclohexanol.

Sources & evidence

ORD record: ord-61f207bdd8fa49a9ad1debf4f736a661
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08697690B2

Reaction notes

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