HCID 68604717, compound → HCID 68604720, compound

HRID 2267670Notes

Reaction equation

HRID 2267670 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:43]([O:45]C)=[O:44])[CH2:33][C:34]2[NH:35][C:36]3[C:41]([CH:42]=2)=[CH:40][CH:39]=[CH:38][CH:37]=3)=[O:30])[CH:24]=[C:25]([F:27])[CH:26]=1>>[F:27][C:25]1[CH:24]=[C:23]([CH2:28][C:29]([NH:31][C@H:32]([C:43]([OH:45])=[O:44])[CH2:33][C:34]2[NH:35][C:36]3[C:41]([CH:42]=2)=[CH:40][CH:39]=[CH:38][CH:37]=3)=[O:30])[CH:22]=[C:21]([F:20])[CH:26]=1

Participants

3

Reactant 2

HCID 68604717HCID 68604717, compoundHCID 68604940HCID 68604940, compound

Product 1

HCID 68604720HCID 68604720, compoundYield 118.1%

Procedure

A method similar to that used for the preparation of (107b) was used except that methyl N-[(3,5-difluorophenyl)acetyl]-L-methioninate (110a) (300 mg) was used instead of methyl N-[(3,5-difluorophenyl)acetyl]-L-valinate to afford the desired product (341 mg). This material was not further characterized but used in the next step.

Sources & evidence

ORD record
ord-8709debe5b174df1963bcd52f83e9a45
Source dataset
uspto-grants-2010_12
Patent number
US07858776B2

Reaction notes

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