Methyl 3-oxovalerate → HCID 67362174, compound

HRID 238948Notes

Reaction equation

HRID 238948 reaction equation
[CH2:1]([O:8][C@@H:9]([CH3:15])[CH2:10][C:11](=[O:14])[CH2:12]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:16][O:17][C:18](=[O:24])[CH2:19][C:20](=[O:23])[CH2:21][CH3:22]>>[CH3:16][O:17][C:18](=[O:24])[CH:19]([C:20](=[O:23])[CH2:21][CH3:22])[CH2:12][C:11](=[O:14])[CH2:10][C@@H:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:15]

Participants

3

Reactant 2

HCID 121699Methyl 3-oxovalerateHCID 86658652HCID 86658652, compound

Product 1

HCID 67362174HCID 67362174, compoundYield 47%

Procedure

After (4S)-4-(benzyloxy)-1-bromopentan-2-one (15 g, 52 mmol) was prepared from the compound of Comparative Example 1 in the process similar to Comparative Example 2, it was reacted with 3-oxopentanoic acid methyl ester (6.5 mL, 52 mmol) to give the title compound (7.8 g, 47%).

Sources & evidence

ORD record
ord-7004f9e81c2c4dd3ad5941af8c70c131
Source dataset
uspto-grants-2014_02
Patent number
US08642640B2

Reaction notes

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