Phenacyl bromide → HCID 67157904, compound

HRID 549355Notes

Reaction equation

HRID 549355 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[CH2:16][C:17]([OH:19])=[O:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:21][C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:23]>>[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[CH2:16][C:17]([O:19][CH2:21][C:22](=[O:23])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:18])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6259Phenacyl bromideHCID 10869111(S)-1-Cbz-2-pyrrolidineacetic acid

Product 1

HCID 67157904HCID 67157904, compoundYield 48.3%

Procedure

The title compound (0.700 g) was prepared from (S)-2-carboxymethyl-pyrrolidine-1-carboxylic acid benzyl ester (1.00 g, Aoyama et al, Chem. Pharm. Bull., 3249, 29,11, 1981) and 2-bromoacetophenone (0.760 g) according to the method of description 36.

Sources & evidence

ORD record
ord-58ad288560b14ca79ca08d42ddf799dd
Source dataset
uspto-grants-2011_05
Patent number
US07943645B2

Reaction notes

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