4-tert-Butylbenzoyl chloride → HCID 58934034, compound

HRID 854343Notes

Reaction equation

HRID 854343 reaction equation
[CH2:1]([C@@:5]1([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:9][C@H:8]([C:10]2[CH:15]=[N:14][CH:13]=[CH:12][N:11]=2)[C@H:7]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:17]=2)[NH:6]1)[CH:2]([CH3:4])[CH3:3].[C:35]([C:39]1[CH:47]=[CH:46][C:42]([C:43](Cl)=[O:44])=[CH:41][CH:40]=1)([CH3:38])([CH3:37])[CH3:36]>>[C:35]([C:39]1[CH:40]=[CH:41][C:42]([C:43]([N:6]2[C@@H:7]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[CH:17]=3)[C@@H:8]([C:10]3[CH:15]=[N:14][CH:13]=[CH:12][N:11]=3)[CH2:9][C@@:5]2([CH2:1][CH:2]([CH3:4])[CH3:3])[C:28]([O:30][C:31]([CH3:32])([CH3:34])[CH3:33])=[O:29])=[O:44])=[CH:46][CH:47]=1)([CH3:38])([CH3:36])[CH3:37]

Participants

3

Reactant 2

HCID 743724-tert-Butylbenzoyl chlorideHCID 86596692HCID 86596692, compound

Product 1

HCID 58934034HCID 58934034, compound

Procedure

The ester from stage A was acylated with 4-tert-butylbenzoyl chloride in a similar manner to that described in Intermediate 3, to afford rel-(2S,4S,5R)-1-(4-tert-butylbenzoyl)-2-isobutyl-4-pyrazin-2-yl-5-(3-phenyl-phenyl)-pyrrolidine-2-carboxylic acid, tert-butyl ester.

Sources & evidence

ORD record
ord-c5a44de3085745a0861570c5c9f61ee3
Source dataset
uspto-grants-2007_08
Patent number
US07259163B2

Reaction notes

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