L-Proline → HCID 53704373, compound

HRID 903470Notes

Reaction equation

HRID 903470 reaction equation
[C:1]([CH:9]=[C:10]([CH3:14])[C:11]([OH:13])=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:15]1[CH2:22][CH2:21][CH2:20][C@H:16]1[C:17]([OH:19])=[O:18]>>[C:1]([CH:9]=[C:10]([CH3:14])[C:11]([N:15]1[CH2:22][CH2:21][CH2:20][C@H:16]1[C:17]([OH:19])=[O:18])=[O:13])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 145742L-ProlineHCID 536883672-Methyl-4-oxo-4-phenylbut-2-enoic acid

Product 1

HCID 53704373HCID 53704373, compound

Procedure

As for Example 8, 3-(benzoyl)-2-methylacrylic acid is coupled to L-proline to give 1-[3-benzoyl-2-methylacryloyl]-L-proline. The preceding compound is reacted with thiolacetic acid in carbontetrachloride to give the product of the example as a glass.

Sources & evidence

ORD record
ord-2b6ac9e02153456489f392c4c59eae93
Source dataset
uspto-grants-1980_10
Patent number
US04226775

Reaction notes

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