Phthalimide → HCID 86717899, compound

HRID 2275808Notes

Reaction equation

HRID 2275808 reaction equation
O[CH:2]([CH3:16])[C@H:3]([NH:5][C:6](=[O:15])[O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:4].[C:17]1(=[O:27])[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19](=[O:26])[NH:18]1>>[O:27]=[C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19](=[O:26])[N:18]1[CH:2]([CH3:16])[C@H:3]([NH:5][C:6](=[O:15])[O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:4]

Participants

3

Reactant 2

HCID 6809PhthalimideHCID 58096389HCID 58096389, compound

Product 1

HCID 86717899HCID 86717899, compound

Procedure

Under argon, 0.82 g of benzyl [(2R)-3-hydroxybutan-2-yl]carbamate (Example 134A, 3.3 mmol, 1 equivalent) were reacted with 0.57 g of 1H-isoindole-1,3(2H)-dione (phthalimide, 3.9 mmol, 1.1 equivalents) and worked up analogously to Example 137A. This gave 1.25 g (72% of theory; purity 75%) of the title compound (diastereomer ratio about 3:1).

Sources & evidence

ORD record
ord-235bed20b30d4f60adb35c557d89e66c
Source dataset
uspto-grants-2015_09
Patent number
US09126998B2

Reaction notes

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