Acetone → HCID 11592269, compound

HRID 1180677Notes

Reaction equation

HRID 1180677 reaction equation
[CH2:1]([S:11]([OH:14])(=[O:13])=[O:12])[CH2:2][S:3][S:4][CH2:5][CH2:6][S:7]([OH:10])(=[O:9])=[O:8].[NH2:15][C@H:16]([C:22]([OH:24])=[O:23])[CH2:17][CH2:18][CH2:19][CH2:20][NH2:21].CC(C)=O>O>[CH2:1]([S:11]([OH:14])(=[O:13])=[O:12])[CH2:2][S:3][S:4][CH2:5][CH2:6][S:7]([OH:10])(=[O:8])=[O:9].[NH2:15][C@H:16]([C:22]([OH:24])=[O:23])[CH2:17][CH2:18][CH2:19][CH2:20][NH2:21].[NH2:15][C@H:16]([C:22]([OH:24])=[O:23])[CH2:17][CH2:18][CH2:19][CH2:20][NH2:21]

Participants

5

Reactant 3

HCID 180AcetoneHCID 5962L-Lysine2×HCID 656262,2'-Dithiodiethanesulfonic acid

Product 1

HCID 11592269HCID 11592269, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2,2′-dithiobis ethane sulfonic acid (2.5 g, containing 9% water, 8.1 mmol) in water (1.0 mL) was titrated with L-lysine (97% purity, Aldrich) aqueous solution until the pH of the reaction solution was adjusted to 7.0. Overall 2.34 g of L-lysine was used. Acetone (200 mL) was added to the reaction solution to precipitate the product. The resulting white solid was isolated by filtration and dried under high vacuum to give 4.20 g of product (91% yield). The purity of the product was 96.2% from HPLC analysis.

Workup

  1. customto precipitate the product
  2. customThe resulting white solid was isolated by filtration
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-648d7365344041639ed9968a09f3cf25
Source dataset
uspto-grants-2007_10
Patent number
US07282602B2

Reaction notes

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