L-Phenylalanine, methyl ester → N-[[1-(2-methoxyethyl)cyclopentyl]carbonyl]-L-phenylalanine

HRID 844842Notes

Reaction equation

HRID 844842 reaction equation
C[O:2][C:3](=[O:13])[C@H:4]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[NH2:5].[CH3:14][O:15][CH2:16][CH2:17][C:18]1([C:23](O)=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19]1>>[CH3:14][O:15][CH2:16][CH2:17][C:18]1([C:23]([NH:5][C@H:4]([C:3]([OH:2])=[O:13])[CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 736234L-Phenylalanine, methyl esterHCID 223820551-(2-Methoxyethyl)cyclopentane-1-carboxylic acid

Product 1

HCID 86758012N-[[1-(2-methoxyethyl)cyclopentyl]carbonyl]-L-phenylalanine

Procedure

4-(1,3-dimethyl-2,4-dioxo-5-pyrimidinyl)]-N-[[1-(2-methoxyethyl)cyclopentyl]carbonyl]-L-phenylalanine was prepared from 4-(1,3-dimethyl-2,4-dioxo-5-pyrimidinyl)]-L-phenylalanine methyl ester and 1-(2-methoxyethyl)cyclopentane carboxylic acid (see WO 9910312) using the general procedures described in example 2. EI-HRMS m/e calcd for C24H31N3O5 (M+H) 458.2292, found 458.2279.

Sources & evidence

ORD record
ord-2bcd1e50700d4f3fbb10057e1eaf203d
Source dataset
uspto-grants-2002_04
Patent number
US06380387B1

Reaction notes

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