Ethanol → Ethylenediaminium N,N'-diacetyl-L-cystinate

HRID 1770086

Reaction equation

[C:1]([NH:4][C@H:5]([C:18]([OH:20])=[O:19])[CH2:6][S:7][S:8][CH2:9][C@H:10]([NH:14][C:15](=[O:17])[CH3:16])[C:11]([OH:13])=[O:12])(=[O:3])[CH3:2].[CH2:21]([NH2:24])[CH2:22][NH2:23].C(O)C>O>[CH2:21]([NH3+:24])[CH2:22][NH3+:23].[C:15]([NH:14][C@H:10]([C:11]([O-:13])=[O:12])[CH2:9][S:8][S:7][CH2:6][C@H:5]([NH:4][C:1](=[O:3])[CH3:2])[C:18]([O-:20])=[O:19])(=[O:17])[CH3:16]

Participants

Conditions

Temperature: 10 °C

Procedure

To N,N'-diacetyl-L-cystine (30.9 mmol, 10 g) dissolved in 20 mL of water was added ethylenediamine (61.8 mmol, 3.73 g) and ethanol (30 mL). The solution was concentrated to a thick paste which was redissolved in 80 mL of ethanol. Crystallisation occurred after 2 hours stirring at 10° C. Filtration and drying gave 6.2 g (45%) of the title compound.

Workup

concentrationThe solution was concentrated to a thick paste which
dissolutionwas redissolved in 80 mL of ethanol
customCrystallisation
filtrationFiltration
customdrying

Sources & evidence

ORD record: ord-996d62defbc54e938224987d1de1a9fe
Source dataset: uspto-grants-1995_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05385904

Linked notes

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