HCID 12172226, compound → HCID 59571145, compound

HRID 389183Notes

Reaction equation

HRID 389183 reaction equation
[CH3:1][NH:2][CH2:3][C:4]([CH3:9])([CH3:8])[CH2:5][CH:6]=[CH2:7].[N:10]([C@@H:13]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH2:25])[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:11]=[O:12]>C1COCC1>[CH3:8][C:4]([CH3:9])([CH2:5][CH:6]=[CH2:7])[CH2:3][N:2]([CH3:1])[C:11]([NH:10][C@@H:13]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH2:25])[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:12]

Participants

4

Reactant 2

HCID 12172226HCID 12172226, compoundHCID 59571236HCID 59571236, compound

Product 1

HCID 59571145HCID 59571145, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N,2,2-trimethylpent-4-en-1-amine (0.847 g, 6.66 mmol) was added to a solution of ethyl (2S)-2-isocyanatonon-8-enoate (1.50 g, 6.66 mmol) and THF (10 ml), and the solution aws stirred for 1 hour. The reaction mixture was concentrated and purified by silica gel chromatography (gradient elution, 20-30% EtOAc in hexane) to give the title compound. LRMS (M+1)=353.4.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by silica gel chromatography (gradient elution, 20-30% EtOAc in hexane)

Sources & evidence

ORD record
ord-8953ae177aac4937b2dd5cf26384fd95
Source dataset
uspto-grants-2013_02
Patent number
US08377874B2

Reaction notes

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