L-Phenylalanine → HCID 86756690, compound

HRID 1976980Notes

Reaction equation

[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:13][C:14]([CH3:28])([O:16][C:17]([N:19]1[CH2:24][CH2:23][N:22]([CH2:25][CH2:26]O)[CH2:21][CH2:20]1)=[O:18])[CH3:15]>>[CH3:15][C:14]([CH3:28])([O:16][C:17]([N:19]1[CH2:20][CH2:21][N:22]([CH2:25][CH2:26][O:11][C:10](=[O:12])[C@H:2]([CH2:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH2:1])[CH2:23][CH2:24]1)=[O:18])[CH3:13]

Participants

Reactant 2

HCID 6140L-Phenylalanine

HCID 735736Tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate

Product 1

HCID 86756690HCID 86756690, compoundYield 78%

Procedure

N-(2-Chloro-6-methylbenzoyl)-4-[(2,6-dichlorophenyl)carbonyl]amino]-L-phenylalanine 2-[4-[(1,1-dimethylethoxy)carbonyl]-1-piperazinyl]ethyl ester was prepared in 78% yield from N-(2-chloro-6-methylbenzoyl)4-[(2,6-dichlorophenyl)carbonyl]amino]-L-phenylalanine and 2-[4-[(1,1-dimethylethoxy)carbonyl]-1-piperazinyl]ethanol using the procedure described in example 129. HR MS: Obs. mass, 717.1995. Calcd. mass, 717.2013 (M+).

Sources & evidence

ORD record: ord-f8d13e6d79c3487ebae2abee22e25ffb
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06229011B1

Reaction notes

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