L-Proline → HCID 70543739, compound

HRID 66498Notes

Reaction equation

HRID 66498 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([CH2:8]/[CH:9]=[CH:10]/[C:11]([OH:13])=O)=[O:7].[NH:14]1[CH2:21][CH2:20][CH2:19][C@H:15]1[C:16]([OH:18])=[O:17]>O1CCCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([CH2:8]/[CH:9]=[CH:10]/[C:11]([N:14]1[CH2:21][CH2:20][CH2:19][C@H:15]1[C:16]([OH:18])=[O:17])=[O:13])=[O:7]

Participants

4

Reactant 2

HCID 145742L-ProlineHCID 20529977HCID 20529977, compound

Product 1

HCID 70543739HCID 70543739, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of 0.02 moles of 4-(2-furoyl)crotonic acid in 100 ml. of tetrahydrofuran is added 0.022 moles of N,N'-carbonyldiimidazole. The mixture is stirred for 3 hours at room temperature and 0.021 moles of L-proline are added. The mixture is refluxed 2 hours and stirred at room temperature for 16 hours to give 1-[4-(2-furoyl)crotonyl]-L-proline.

Workup

  1. temperatureThe mixture is refluxed 2 hours
  2. stirringstirred at room temperature for 16 hours

Sources & evidence

ORD record
ord-c9d0780fa7fd45b788d2b00a0a0cf227
Source dataset
uspto-grants-1982_08
Patent number
US04342689

Reaction notes

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