Valine, methyl ester, hydrochloride (1:1) → (S)-Methyl 2-(6-bromo-1-oxoisoindolin-2-yl)-3-methoxypropanoate

HRID 403951Notes

Reaction equation

HRID 403951 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][N:7]([C@H:12]([CH:17](C)C)[C:13]([O:15][CH3:16])=[O:14])[C:8]2=[O:11])=[CH:4][CH:3]=1.Cl.NC(C(C)C)[C:23](OC)=[O:24]>>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][N:7]([C@@H:12]([CH2:17][O:24][CH3:23])[C:13]([O:15][CH3:16])=[O:14])[C:8]2=[O:11])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 12498813Valine, methyl ester, hydrochloride (1:1)HCID 131731530(R)-Methyl 2-(6-bromo-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 131731534(S)-Methyl 2-(6-bromo-1-oxoisoindolin-2-yl)-3-methoxypropanoateYield 65%

Procedure

The compound of example 353 was prepared analogous to compound of example 329 by reaction of the compound of example 328 and methyl 2-amino-3-methylbutanoate hydrochloride.

Sources & evidence

ORD record
ord-580af22a1a444c08ac6264d13d947d84
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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