N-(Phenylacetyl)-L-alanine → 3-(N'-(Phenylacetyl)-alaninyl)amino-epsilon-caprolactam

HRID 988386Notes

Reaction equation

HRID 988386 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.[NH2:16][CH:17]1[CH2:24][CH2:23][CH2:22][NH:21][C:19](=[O:20])[CH2:18]1>>[C:1]1([CH2:7][C:8]([NH:10][C@H:11]([C:13]([NH:16][CH:17]2[CH2:24][CH2:23][CH2:22][NH:21][C:19](=[O:20])[CH2:18]2)=[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 215841384-Aminoazepan-2-one

Product 1

HCID 102150973-(N'-(Phenylacetyl)-alaninyl)amino-epsilon-caprolactam

Procedure

Following General Procedure B above using N-(phenylacetyl)-L-alanine (Example A) and 3-amino-ε-caprolactam (Sigma), the title compound was prepared as a solid having a melting point of 200-202° C. The reaction was monitored by tlc on silica gel (Rf=0.30 in 1:9 methanol/dichloromethane).

Sources & evidence

ORD record
ord-650c20e3ba1c41dbb17a54670d41b171
Source dataset
uspto-grants-2003_10
Patent number
US06635632B1

Reaction notes

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