N-(Phenylacetyl)-L-alanine → HCID 22894968, compound

HRID 983344Notes

Reaction equation

HRID 983344 reaction equation
[C:1]1([CH2:7][C:8]([NH:10][C@H:11]([C:13]([OH:15])=O)[CH3:12])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[NH2:17][C@@H:18]([CH2:23][CH2:24][CH3:25])[C:19]([O:21][CH3:22])=[O:20]>>[C:1]1([CH2:7][C:8]([NH:10][C@H:11]([C:13]([NH:17][C@@H:18]([CH2:23][CH2:24][CH3:25])[C:19]([O:21][CH3:22])=[O:20])=[O:15])[CH3:12])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 7004640N-(Phenylacetyl)-L-alanineHCID 14118488methyl (2S)-2-aminopentanoate hydrochloride

Product 1

HCID 22894968HCID 22894968, compound

Procedure

Following General Procedure A and using N-(phenylacetyl)-L-alanine (from Example B1 above) and methyl 2-(S)-aminopentanoate hydrochloride (prepared from L-2-aminovaleric acid (Bachem) using General Procedure H (without extractions)), the title compound was prepared as a solid (mp=135-137° C.). The reaction was monitored by tlc (Rf=0.30 in 50% EtOAc/hexanes).

Sources & evidence

ORD record
ord-56a6302b65ff485da789fedc72fd53d8
Source dataset
uspto-grants-2005_03
Patent number
US06861558B2

Reaction notes

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