HCID 68604940, compound → HCID 68604104, compound

HRID 2267667Notes

Reaction equation

HRID 2267667 reaction equation
FC1C=C(CC(N[C@H](C(O)=O)C(C)C)=O)C=C(F)C=1.[F:20][C:21]1[CH:22]=[C:23]([CH2:28][C:29]([NH:31][C@H:32]([C:37]([O:39]C)=[O:38])[CH2:33][CH2:34][S:35][CH3:36])=[O:30])[CH:24]=[C:25]([F:27])[CH:26]=1>>[F:20][C:21]1[CH:22]=[C:23]([CH2:28][C:29]([NH:31][C@H:32]([C:37]([OH:39])=[O:38])[CH2:33][CH2:34][S:35][CH3:36])=[O:30])[CH:24]=[C:25]([F:27])[CH:26]=1

Participants

3

Reactant 2

HCID 68604940HCID 68604940, compoundHCID 68606635HCID 68606635, compound

Product 1

HCID 68604104HCID 68604104, compoundYield 82.7%

Procedure

A method similar to that used for the preparation of (107b) was used except that methyl N-[(3,5-difluorophenyl)acetyl]-L-methioninate (109a) (300 mg) was used instead of methyl N-[(3,5-difluorophenyl)acetyl]-L-valinate to afford the desired product (237 mg). This material was not further characterized but used in the next step.

Sources & evidence

ORD record
ord-0ad0df70eca54bac854ed1b9ab444f2f
Source dataset
uspto-grants-2010_12
Patent number
US07858776B2

Reaction notes

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