Dimethyl L-glutamate hydrochloride → HCID 68859818, compound

HRID 1370937Notes

Reaction equation

HRID 1370937 reaction equation
[CH2:1]([N:8]([CH2:21][C:22]1[CH:41]=[CH:40][C:25]([O:26][C:27]2[CH:39]=[CH:38][C:30]([O:31][CH2:32][CH2:33][CH2:34][C:35](O)=[O:36])=[CH:29][CH:28]=2)=[CH:24][CH:23]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:10]=1[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.C[O:44][C:45](=[O:54])[C@H:46]([CH2:48][CH2:49][C:50]([O:52]C)=[O:51])[NH2:47]>>[CH2:1]([N:8]([CH2:21][C:22]1[CH:23]=[CH:24][C:25]([O:26][C:27]2[CH:28]=[CH:29][C:30]([O:31][CH2:32][CH2:33][CH2:34][C:35]([NH:47][C@H:46]([C:45]([OH:44])=[O:54])[CH2:48][CH2:49][C:50]([OH:52])=[O:51])=[O:36])=[CH:38][CH:39]=2)=[CH:40][CH:41]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:17])=[O:18])[C:10]=1[CH3:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 12917568Dimethyl L-glutamate hydrochlorideHCID 18512383HCID 18512383, compound

Product 1

HCID 68859818HCID 68859818, compound

Procedure

The product from Example 233 and L-glutamic acid dimethyl ester hydrochloride were processed as described in Example 251A and B to provide the titled compound. 1H NMR (500 MHz, DMSO-d6) δ12.33-12.71 (br.s, 1 H), 11.89-12.26 (br.s, 1 H), 8.94 (s, 1 H), 8.12 (d, 1 H), 7.23 (m, 7 H), 6.99 (m, 7 H), 6.82 (d, 2 H), 4.22 (m, 1 H), 4.04 (s, 2 H), 4.00 (s, 2 H), 3.94 (t, 2 H), 2.91 (s, 3 H), 2.39 (s, 3 H), 2.28 (m, 4 H), 1.95 (m, 3 H), 1.77 (m, 1 H); MS (ESI+) m/z 704 (M+H)+.

Sources & evidence

ORD record
ord-71229fa46b8242f8889e0b070fbc6a60
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

Loading…