2-Furancarbonyl chloride → HCID 22879065, compound

HRID 2293457Notes

Reaction equation

HRID 2293457 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12](=[O:25])[C@@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2[CH2:18][C@@H:19]([NH2:24])[CH2:20][CH:21]([CH3:23])[CH3:22])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O:26]1[CH:30]=[CH:29][CH:28]=[C:27]1[C:31](Cl)=[O:32]>>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12](=[O:25])[C@@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2[CH2:18][C@@H:19]([NH:24][C:31]([C:27]2[O:26][CH:30]=[CH:29][CH:28]=2)=[O:32])[CH2:20][CH:21]([CH3:22])[CH3:23])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 682422-Furancarbonyl chlorideHCID 22873003HCID 22873003, compound

Product 1

HCID 22879065HCID 22879065, compoundYield 19%

Procedure

Using the procedure described in Example 7, treatment of 1-[2-(S)-amino-4-methylpentyl]-L-proline 4phenylbutylamide (125 mg) with 2-furoyl chloride (50 uL) provided 27 mg (19%) of the title compound. The 1H NMR and Mass spectrum analysis of this compound was consistent with the structure.

Sources & evidence

ORD record
ord-995f0d79aa014904b63e8d6f1368dc8e
Source dataset
uspto-grants-1997_11
Patent number
US05686469

Reaction notes

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