epsilon-(Benzyloxycarbonyl)-L-lysine → HCID 45254178, compound

HRID 2065604Notes

Reaction equation

HRID 2065604 reaction equation
Cl[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[C:16]([NH:26][CH2:27][CH2:28][CH2:29][CH2:30][C@@H:31]([C:33]([OH:35])=[O:34])[NH2:32])([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]>>[CH2:19]([O:18][C:16]([NH:26][CH2:27][CH2:28][CH2:29][CH2:30][C@H:31]([NH:32][C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1)[C:33]([OH:35])=[O:34])=[O:17])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 1715626epsilon-(Benzyloxycarbonyl)-L-lysineHCID 242660682,6-Dichloroquinoline-3-carboxylic acid

Product 1

HCID 45254178HCID 45254178, compoundYield 43%

Procedure

In close analogy to the procedure described in Example 1, 2,6-dichloroquinoline-3-carboxylic acid is reacted with N(ε)-Cbz-L-lysine to provide the title compound in 43% yield as yellow needles (recrystallization from EtOH/water).

Sources & evidence

ORD record
ord-09bfb647c6bd47048292acc80f485c79
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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