5-tert-Butyl 1-(2,5-dioxopyrrolidin-1-yl) N-(tert-butoxycarbonyl)-L-glutamate → HCID 131726788, compound

HRID 2223029Notes

Reaction equation

HRID 2223029 reaction equation
[NH:1]([C:22]([O:24]C(C)(C)C)=O)[C@H:2]([C:12]([O:14]N1C(=O)CCC1=O)=[O:13])[CH2:3][CH2:4][C:5](=[O:11])[O:6]C(C)(C)C.[NH2:29][C@H:30](C(O)=O)[CH2:31][CH2:32][C:33](=[O:35])[OH:34].[CH3:39][N:40]1[C@@H:57]2[CH2:58][C:45]3[CH:46]=[CH:47][C:48]([O:59][CH3:60])=[C:49]4[O:50][C@H:51]5[C:52]([CH2:54][CH2:55][C@@H:56]2[C@:43]5([C:44]=34)[CH2:42][CH2:41]1)=[O:53]>>[CH2:31]([C@H:30]([NH2:29])[C:22]([NH:1][C@H:2]([C:12]([OH:14])=[O:13])[CH2:3][CH2:4][C:5]([OH:6])=[O:11])=[O:24])[CH2:32][C:33]([OH:35])=[O:34].[CH3:39][N:40]1[C@@H:57]2[CH2:58][C:45]3[CH:46]=[CH:47][C:48]([O:59][CH3:60])=[C:49]4[O:50][C@H:51]5[C:52]([CH2:54][CH2:55][C@@H:56]2[C@:43]5([C:44]=34)[CH2:42][CH2:41]1)=[O:53]

Participants

3

Reactant 2

HCID 567773525-tert-Butyl 1-(2,5-dioxopyrrolidin-1-yl) N-(tert-butoxycarbonyl)-L-glutamateHCID 131726789HCID 131726789, compound

Product 1

HCID 131726788HCID 131726788, compound

Procedure

Glu-Glu-Hydrocodone was prepared by a similar method to Example 38 except the amino acid starting material was Boc-Glu(OtBu)-OSu and the conjugate starting material was Glu-Hydrocodone.

Sources & evidence

ORD record
ord-db0980b3d02c444f9f86ccbc17c25895
Source dataset
uspto-grants-2008_05
Patent number
US07375083B2

Reaction notes

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