HCID 10728612, compound → HCID 12070572, compound

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9](=[O:17])[CH:10]([CH3:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12].C1OC2C(C3C4OCOC=4C=CC=3P(C3C=CC=CC=3)C3C=CC=CC=3)=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2O1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH:9]([OH:17])[CH:10]([CH3:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

Reactant 2

HCID 10728612HCID 10728612, compound

HCID 110175104,4'-Bi-1,3-benzodioxole-5,5'-diylbis(diphenylphosphine)

Product 1

HCID 12070572HCID 12070572, compound

Procedure

The thus obtained compound (5) is asymmetrically hydrogenated using ((R)—SEGPHOS™)-Ru complex to obtain optically active ethyl 4-(2-fluorophenyl)-3-hydroxy-2-methylbutyrate (6) as a mixture of diastereomers.

Sources & evidence

ORD record: ord-084af2cc9280444c8e18d6d8f3470fc4
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06717016B2

Reaction notes

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