L-Proline → 1-[3-(2-thenoyl)acryloyl]-L-proline

HRID 66514Notes

Reaction equation

HRID 66514 reaction equation
[C:1]1([C:6]([CH:8]=[CH:9][C:10]([OH:12])=O)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1.[NH:13]1[CH2:20][CH2:19][CH2:18][C@H:14]1[C:15]([OH:17])=[O:16]>O1CCCC1>[C:1]1([C:6]([CH:8]=[CH:9][C:10]([N:13]2[CH2:20][CH2:19][CH2:18][C@H:14]2[C:15]([OH:17])=[O:16])=[O:12])=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 145742L-ProlineHCID 32531692-Butenoic acid, 4-oxo-4-(2-thienyl)-

Product 1

HCID 544493911-[3-(2-thenoyl)acryloyl]-L-proline

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

As for Example 1, 3-(2-thenoyl)acrylic acid (0.01 mole) is coupled to L-proline (0.01 mole) with N,N'-carbonyldiimidazole (0.011 mole) in tetrahydrofuran to give 1-[3-(2-thenoyl)acryloyl]-L-proline.

Sources & evidence

ORD record
ord-3d1149ff19cd4ceeaf317f888f45ef6e
Source dataset
uspto-grants-1982_08
Patent number
US04342690

Reaction notes

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