1-(1,1-Dimethylethyl) hydrogen L-glutamate → HCID 87307329, compound

HRID 2169106Notes

Reaction equation

HRID 2169106 reaction equation
O=C1CCC(=O)N1[O:8][C:9](=O)[CH2:10][CH2:11][CH:12]([NH:20][C:21]([CH:23]1[CH2:28][CH2:27][CH:26]([CH2:29][NH:30][C:31](=[O:57])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[CH2:25][CH2:24]1)=[O:22])[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14].[NH2:59][C@H:60]([C:66]([O:68][C:69]([CH3:72])([CH3:71])[CH3:70])=[O:67])[CH2:61][CH2:62][C:63](=[O:65])[OH:64]>C1COCC1.O>[C:69]([O:68][C:66](=[O:67])[CH:60]([NH:59][C:9](=[O:8])[CH2:10][CH2:11][CH:12]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[NH:20][C:21]([CH:23]1[CH2:24][CH2:25][CH:26]([CH2:29][NH:30][C:31](=[O:57])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][C:50]([O:52][C:53]([CH3:54])([CH3:55])[CH3:56])=[O:51])[CH2:27][CH2:28]1)=[O:22])[CH2:61][CH2:62][C:63]([OH:64])=[O:65])([CH3:72])([CH3:71])[CH3:70]

Participants

5

Reactant 2

HCID 1175051-(1,1-Dimethylethyl) hydrogen L-glutamateHCID 87307780HCID 87307780, compound

Product 1

HCID 87307329HCID 87307329, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-({4-[(19-tert-butoxycarbonylnonadecanoylamino)methyl]cyclohexanecarbonyl}-amino)pentanedioic acid 1-tert-butyl ester 5-(2,5-dioxopyrrolidin-1-yl)ester (5.0 g) in THF (100 ml) was added a solution of H-Glu-OtBu (1.36 g) in water (25 ml). After stirring over night the mixture was concentrated in vacuo. The residue was precipitated from water and filtered off and dried in vacuo to give the title compound (4.63 g, 84%).

Workup

  1. concentrationwas concentrated in vacuo
  2. customThe residue was precipitated from water
  3. filtrationfiltered off
  4. customdried in vacuo

Sources & evidence

ORD record
ord-3786b501da6e42848e7c8fb0aed73d75
Source dataset
uspto-grants-2015_06
Patent number
US09045560B2

Reaction notes

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