toluene-4-sulfonic acid (R)-2-phenylpropyl ester → ((R)-2-Fluoro-1-methyl-ethyl)-benzene

Reaction equation

[F:1][CH2:2][C@H:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH3:4].C1([C@@H](C)COS(C2C=CC(C)=CC=2)(=O)=O)C=CC=CC=1>>[F:1][CH2:2][C@@H:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH3:4]

Participants

Reactant 2

HCID 13791929toluene-4-sulfonic acid (R)-2-phenylpropyl ester

HCID 53628601((S)-2-Fluoro-1-methyl-ethyl)-benzene

Product 1

HCID 53628603((R)-2-Fluoro-1-methyl-ethyl)-benzene

Procedure

The title compound was prepared as described above for the synthesis of ((S)-2-fluoro-1-methyl-ethyl)-benzene, but using toluene-4-sulfonic acid (R)-2-phenyl-propyl ester instead of toluene-4-sulfonic acid (S)-2-phenyl-propyl ester.

Sources & evidence

ORD record: ord-84517d6b30dd464caf5eae7ed12d2864
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08383641B2

Reaction notes

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