Succinic anhydride → HCID 15101739, compound

HRID 2380436Notes

Reaction equation

HRID 2380436 reaction equation
[CH2:1]([O:8][N:9]([C:20](=[O:40])[CH2:21][CH2:22][C:23](=[O:39])[NH:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][NH:30][O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH3:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:41]1(=[O:47])[O:46][C:44](=[O:45])[CH2:43][CH2:42]1>N1C=CC=CC=1>[CH2:32]([O:31][N:30]([CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][NH:24][C:23](=[O:39])[CH2:22][CH2:21][C:20](=[O:40])[N:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH3:19])[C:41](=[O:47])[CH2:42][CH2:43][C:44]([OH:46])=[O:45])[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 15101738HCID 15101738, compound

Product 1

HCID 15101739HCID 15101739, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

5,16-Bis (benzyloxy)-4,12,15-trioxo-5,11,16-triaza-19,22,25-trioxahexacosanoic acid (19) was synthesized by reacting compound (18) (3.40 g, 6.07 mmol) with succinic anhydride in pyridine following the procedure of (16) to produce 3.81 g (95%) of (19) as an oil: NMR δ 1.2-1.8 (m, 6 H) t 2.38-2.91 (m, 8 H) t 3.07-3.83 (m, 19 H) t 4.79 (s, 2 H), 4.88 (s, 2 H), 5.7 (br s, 1 H), 6.62 (br s, 1 H), 7.33 (s, 10 H). Analysis: (C34H49N3O10) C, H, N.

Workup

  1. custom5,16-Bis (benzyloxy)-4,12,15-trioxo-5,11,16-triaza-19,22,25-trioxahexacosanoic acid (19) was synthesized

Sources & evidence

ORD record
ord-b82e7c901efa49448bef1d264a23b7b4
Source dataset
uspto-grants-1994_11
Patent number
US05367113

Reaction notes

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