L-Valinol → HCID 178472057, compound

HRID 1670794Notes

Reaction equation

HRID 1670794 reaction equation
[F:1][C:2]1[CH:19]=[C:18]([F:20])[C:17]([I:21])=[CH:16][C:3]=1[C:4](/[C:6](=[CH:12]/N(C)C)/[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[NH2:22][C@@H:23]([CH:26]([CH3:28])[CH3:27])[CH2:24][OH:25]>C1COCC1>[F:1][C:2]1[CH:19]=[C:18]([F:20])[C:17]([I:21])=[CH:16][C:3]=1[C:4](/[C:6](=[CH:12]/[NH:22][C@@H:23]([CH:26]([CH3:28])[CH3:27])[CH2:24][OH:25])/[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]

Participants

4

Reactant 2

HCID 640993L-ValinolHCID 53470791HCID 53470791, compound

Product 1

HCID 178472057HCID 178472057, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 13 (14.6 g, 35.6 mmol) and (S)-2-amino-3-methylbutan-1-ol (14) (3.95 g, 36.7 mmol) in THF (35 mL) was stirred at rt for 30 minutes (min). The mixture was concentrated under reduced pressure to give crude 15 as a yellow oil which was used without further purification.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b4aefdfcd4fa4573b4681726d3d17e22
Source dataset
uspto-grants-2011_08
Patent number
US07994194B2

Reaction notes

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