(S)-4,4,6-Trifluoro-1-isopropyl-3,4-dihydronaphthalen-2(1H)-one → 2-((1S,2R)-4,4,6-Trifluoro-2-hydroxy-1-isopropyl-1,2,3,4-tetrahydronaphthalen-2-yl)acetic acid

HRID 919195Notes

Reaction equation

HRID 919195 reaction equation
[F:1][C:2]1([F:17])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([F:12])[CH:10]=2)[C@H:5]([CH:13]([CH3:15])[CH3:14])[C:4](=[O:16])[CH2:3]1.[2H]C1([2H])C([2H])([2H])C2C(=CC=C(F)C=2)[C@H](C(C)C)[C@]1([CH2:36][C:37]([OH:39])=[O:38])O>>[F:17][C:2]1([F:1])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([F:12])[CH:10]=2)[C@H:5]([CH:13]([CH3:15])[CH3:14])[C@:4]([CH2:36][C:37]([OH:39])=[O:38])([OH:16])[CH2:3]1

Participants

3

Reactant 2

HCID 58451445(S)-4,4,6-Trifluoro-1-isopropyl-3,4-dihydronaphthalen-2(1H)-oneHCID 584514462-((1S,2S)-3,3,4,4-Tetradeutero-6-fluoro-2-hydroxy-1-isopropyl-1,2,3,4-tetrahydronaphthalen-2-yl)acetic acid

Product 1

HCID 687500552-((1S,2R)-4,4,6-Trifluoro-2-hydroxy-1-isopropyl-1,2,3,4-tetrahydronaphthalen-2-yl)acetic acid

Procedure

Carboxylic acid 15c is prepared from 12b in a manner analogous to that of Example 1, step 2 for acid 15b.

Sources & evidence

ORD record
ord-bbdf66623cb1490f92b35ef766724aba
Source dataset
uspto-grants-2016_03
Patent number
US09273009B2

Reaction notes

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