L-Glutamic acid, N-(4-(methylamino)benzoyl)-, 1,5-diethyl ester → Diethyl N-(4-(N-((3,4-dihydro-4-oxo-3-((pivaloyl)oxy) methyl-6-quinazolinyl)methyl)methylamino)benzoyl)-L-glutamate

HRID 2254574Notes

Reaction equation

HRID 2254574 reaction equation
CNC1C=CC(C(N[C@H](C(OCC)=O)CCC(OCC)=O)=O)=CC=1.[O:25]=[C:26]1[C:35]2[C:30](=[CH:31][CH:32]=[C:33]([CH2:36][N:37]([CH2:60]C#C)[C:38]3[CH:59]=[CH:58][C:41]([C:42]([NH:44][C@H:45]([C:53]([O:55][CH2:56][CH3:57])=[O:54])[CH2:46][CH2:47][C:48]([O:50][CH2:51][CH3:52])=[O:49])=[O:43])=[CH:40][CH:39]=3)[CH:34]=2)[N:29]=[CH:28][N:27]1[CH2:63][O:64][C:65](=[O:70])[C:66]([CH3:69])([CH3:68])[CH3:67]>>[O:25]=[C:26]1[C:35]2[C:30](=[CH:31][CH:32]=[C:33]([CH2:36][N:37]([CH3:60])[C:38]3[CH:59]=[CH:58][C:41]([C:42]([NH:44][C@H:45]([C:53]([O:55][CH2:56][CH3:57])=[O:54])[CH2:46][CH2:47][C:48]([O:50][CH2:51][CH3:52])=[O:49])=[O:43])=[CH:40][CH:39]=3)[CH:34]=2)[N:29]=[CH:28][N:27]1[CH2:63][O:64][C:65](=[O:70])[C:66]([CH3:67])([CH3:69])[CH3:68]

Participants

3

Reactant 2

HCID 75413L-Glutamic acid, N-(4-(methylamino)benzoyl)-, 1,5-diethyl esterHCID 13691215Diethyl N-(4-(N-((3,4-dihydro-4-oxo-3-((pivaloyl)oxy) methyl-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-L-glutamate

Product 1

HCID 13691219Diethyl N-(4-(N-((3,4-dihydro-4-oxo-3-((pivaloyl)oxy) methyl-6-quinazolinyl)methyl)methylamino)benzoyl)-L-glutamate

Procedure

This compound was prepared from compound (11) in a manner similar to that described for the preparation of compound (5) using the reagent quantities and conditions set out in Table A.

Sources & evidence

ORD record
ord-5705b0987f464022b76c5bf1d1dcf1fb
Source dataset
uspto-grants-1993_08
Patent number
US05236927

Reaction notes

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