N-(Phenylacetyl)-L-alanine → N-[N-(Phenylacetyl)-L-alaninyl]-L-isoleucine Methyl Ester

HRID 983338Notes

Reaction equation

HRID 983338 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.[CH3:17][O:18][C:19](=[O:26])[C@H:20]([C@H:22]([CH2:24][CH3:25])[CH3:23])[NH2:21]>>[CH3:17][O:18][C:19](=[O:26])[C@H:20]([C@H:22]([CH2:24][CH3:25])[CH3:23])[NH:21][C:13](=[O:15])[C@H:11]([CH3:12])[NH:10][C:8](=[O:9])[CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 7004640N-(Phenylacetyl)-L-alanineHCID 11171351Isoleucine methyl ester hydrochloride

Product 1

HCID 22895048N-[N-(Phenylacetyl)-L-alaninyl]-L-isoleucine Methyl Ester

Procedure

Following General Procedure A and using N-(phenylacetyl)-L-alanine (from Example B1 above) and L-isoleucine methyl ester hydrochloride (Sigma), the title compound was prepared. The reaction was monitored by tlc (Rf=0.24 in 50% EtOAc/hexanes).

Sources & evidence

ORD record
ord-fafcc547cba8422185379d43bc5cfe23
Source dataset
uspto-grants-2005_03
Patent number
US06861558B2

Reaction notes

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