2-Methylcyclopentanol → N-[(3-chlorophenyl)acetyl]aianine 2-methylcyclopentyl Ester

HRID 428098Notes

Reaction equation

HRID 428098 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([NH:11][C@H:12]([C:14]([OH:16])=[O:15])[CH3:13])=[O:10])[CH:5]=[CH:6][CH:7]=1.[CH3:17][CH:18]1[CH2:22][CH2:21][CH2:20][CH:19]1O>>[CH3:17][CH:18]1[CH2:22][CH2:21][CH2:20][CH:19]1[O:15][C:14](=[O:16])[C@H:12]([CH3:13])[NH:11][C:9](=[O:10])[CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1

Participants

3

Reactant 2

HCID 322052-MethylcyclopentanolHCID 15481783N-(3-chlorophenylacetyl)alanine

Product 1

HCID 54518082N-[(3-chlorophenyl)acetyl]aianine 2-methylcyclopentyl Ester

Procedure

Following General Procedure C above, and using N-(3-chlorophenylacetyl alanine (from Example D above) and 2-methylcyclopentanol (Aldrich) the title compound can be prepared. The reaction was monitored by tlc on silica gel and purification was by liquid chromatography using 3:7 EtOAc:hexane as the eluant.

Sources & evidence

ORD record
ord-d17f46fdca7e4c38bdbb6dec8bd36805
Source dataset
uspto-grants-2001_11
Patent number
US06313152B1

Reaction notes

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