(S)-(+)-3-Hydroxytetrahydrofuran → (S)-2-(2,6-difluoro-4-((tetrahydrofuran-3-yl)oxy)phenyl)thiazole-4-carboxylic acid

HRID 521938Notes

Reaction equation

HRID 521938 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8][C@@H:9]2[CH2:13][CH2:12][O:11][CH2:10]2)[CH:5]=[C:4]([F:14])[C:3]=1[C:15]1[S:16][CH:17]=[C:18]([C:20]([OH:22])=[O:21])[N:19]=1.O[C@H]1CCOC1>>[F:14][C:4]1[CH:5]=[C:6]([O:8][C@H:9]2[CH2:13][CH2:12][O:11][CH2:10]2)[CH:7]=[C:2]([F:1])[C:3]=1[C:15]1[S:16][CH:17]=[C:18]([C:20]([OH:22])=[O:21])[N:19]=1

Participants

3

Reactant 2

HCID 2733227(S)-(+)-3-HydroxytetrahydrofuranHCID 86713875(R)-2-(2,6-difluoro-4-((tetrahydrofuran-3-yl)oxy)phenyl)thiazole-4-carboxylic acid

Product 1

HCID 86713876(S)-2-(2,6-difluoro-4-((tetrahydrofuran-3-yl)oxy)phenyl)thiazole-4-carboxylic acid

Procedure

Following the procedure for Intermediate 147, replacing (R)-3-hydroxytetrahydrofuran with (S)-3-hydroxytetrahydrofuran provided the title compound.

Sources & evidence

ORD record
ord-bad77950b99e4699a27bb71205e24d23
Source dataset
uspto-grants-2016_05
Patent number
US09328106B2

Reaction notes

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