Methyl 2-amino-2-phenylacetate hydrochloride → (S)-Methyl 2-(5-bromo-1-oxoisoindolin-2-yl)-3-phenylpropanoate

HRID 403975Notes

Reaction equation

HRID 403975 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[N:6]([C@H:12]([CH:17]([CH3:19])C)[C:13]([O:15][CH3:16])=[O:14])[CH2:5]2.Br[C:21]1[CH:30]=[CH:29]C(C(OC)=O)=[C:23](CBr)[CH:22]=1.Cl.COC(=O)C(C1C=CC=CC=1)N>>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[N:6]([C@@H:12]([CH2:17][C:19]1[CH:29]=[CH:30][CH:21]=[CH:22][CH:23]=1)[C:13]([O:15][CH3:16])=[O:14])[CH2:5]2

Participants

4

Reactant 3

HCID 12247454Methyl 2-amino-2-phenylacetate hydrochlorideHCID 22031079Methyl 4-bromo-2-(bromomethyl)benzoateHCID 86673568(R)-Methyl 2-(5-bromo-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 131731540(S)-Methyl 2-(5-bromo-1-oxoisoindolin-2-yl)-3-phenylpropanoate

Procedure

The compound of example 380 was prepared analogous to compound of example 359 by reaction of the compound of example 358 and 2-phenyl glycine methyl ester hydrochloride.

Sources & evidence

ORD record
ord-25160e1f006f4b23973bca4b5a6caca9
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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