HCID 18332550, compound → HCID 70144487, compound

HRID 2268806Notes

Reaction equation

HRID 2268806 reaction equation
Cl.C[O:3][C:4](=[O:24])[C@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]2[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:23])=[CH:10][CH:9]=1)[NH2:6].[CH3:25][C:26]1[NH:27][C:28]([CH3:37])=[C:29]([C:34](=[O:36])[CH3:35])[C:30]=1C(O)=O>>[Cl:23][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]([Cl:22])[C:16]=1[CH2:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([CH2:7][C@@H:5]([C:4]([OH:3])=[O:24])[NH:6][C:30]2[C:29]([C:34](=[O:36])[CH3:35])=[C:28]([CH3:37])[NH:27][C:26]=2[CH3:25])=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 18332550HCID 18332550, compoundHCID 69806827HCID 69806827, compound

Product 1

HCID 70144487HCID 70144487, compound

Procedure

from O-(2,6-dichlorobenzyl)-L-tyrosine methyl ester hydrochloride and 2,5-dimethyl-4-acetyl-pyrrole-3-carboxylic acid. Freeze drying afforded the title compound as a white amorphous solid (203 mg). δH (DMSO-d6) 11.2 (1H, s), 8.83 (1H, d, J 8.0 Hz), 7.56 (2H, app.d. J 8.0 Hz), 7.45 (1H, app.t, J 8.0 Hz), 7.21 (2H, d, J 8.5 Hz), 6.95 (2H, d, J 8.5 Hz), 5.17 (2H, s), 4.61-4.52 (1H, m), 3.11 (1H, dd, J 13.8, 4.3 Hz), 2.86 (1H, dd, J 13.8, 10.4 Hz), 2.31 (3H, s), 2.08 (3H, s), 2.07 (3H, s); m/z (ESI, 60V) 503 and 505 (MH+).

Workup

  1. customFreeze drying

Sources & evidence

ORD record
ord-38578c0ec13542f399d6824882aac4f7
Source dataset
uspto-grants-2001_12
Patent number
US06329372B1

Reaction notes

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