methyl (2R)-2-amino-3-phenylpropanoate;hydrochloride → HCID 22846354, compound

HRID 2254292Notes

Reaction equation

HRID 2254292 reaction equation
Cl.COC(=O)[C@@H](CC1C=CC=CC=1)N.C[O:16][C:17](=[O:47])[C@@H:18]([CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[NH:19][C:20]([CH2:22][C:23]1[N:27]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[Cl:35])[C:26]([CH2:36][CH2:37][CH2:38][CH3:39])=[N:25][CH:24]=1)=[O:21]>CO.C(OCC)(=O)C>[CH2:36]([C:26]1[N:27]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[Cl:35])[C:23]([CH2:22][C:20]([NH:19][C@@H:18]([C:17]([OH:47])=[O:16])[CH2:40][C:41]2[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=2)=[O:21])=[CH:24][N:25]=1)[CH2:37][CH2:38][CH3:39]

Participants

4

Reactant 2

HCID 11481330methyl (2R)-2-amino-3-phenylpropanoate;hydrochlorideHCID 22846355HCID 22846355, compound

Product 1

HCID 22846354HCID 22846354, compound

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

The procedure of Example 12 (ii-iii) was followed using D-phenylalanine methyl ester hydrochloride in place lycine methyl ester hydrochloride. The intermediate N-[{2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazol-5 -yl}methylcarbonyl]-D-phenylalanine methyl ester was a solid; mp 179°-181° C. (from methanol/ethyl acetate). The title compound was a solid; mp 178°-181° C. (from methanol/ethyl acetate).

Sources & evidence

ORD record
ord-66e0d1efe54246a99f77e61522682c32
Source dataset
uspto-grants-1993_08
Patent number
US05234917

Reaction notes

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