Succinic Acid → Succinimide succinate

HRID 25474

Reaction equation

HRID 25474 reaction equation
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].O[N:10]1[C:14](=[O:15])[CH2:13][CH2:12][C:11]1=[O:16].C1(N=C=NC2CCCCC2)CCCCC1>C1(=O)OC(=O)CC1.C1(C)C=CC=CC=1>[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[C:11]1(=[O:16])[NH:10][C:14](=[O:15])[CH2:13][CH2:12]1

Participants

6

Reactant 3

HCID 1110Succinic AcidHCID 10868DicyclohexylcarbodiimideHCID 80170N-Hydroxysuccinimide

Product 1

HCID 66685880Succinimide succinate

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 7922Succinic anhydrideSolvent

Procedure

As depicted in above Scheme 4, 6-arm PEG (1) synthesized in the Scheme 1 is reacted with succinic reagents, e.g., succinic anhydride and toluene as solvent to synthesize 6-arm PEG-succinic acid (6-arm PEG-SA) (6). The 6-arm PEG SA (6) is reacted with N-hydroxy succinimide (NHS) and N, N′-dicyclohexylcarbodiimide (DCC) to produce 6-arm PEG-succinimide succinate (6-arm PEG-SS) (7).

Workup

  1. customsynthesized in the Scheme 1

Sources & evidence

ORD record
ord-1a7ed486abdf44a381336bc9e5bad0ba
Source dataset
uspto-grants-2005_02
Patent number
US06858736B2

Linked notes

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