Ethanol → HCID 69469832, compound

HRID 1348515Notes

Reaction equation

HRID 1348515 reaction equation
Cl.[NH2:2][C@H:3]([C:6]([OH:8])=[O:7])[CH2:4][SH:5].[CH2:9]([OH:31])[C@H:10]1[O:15][C@H:14]([O:16][C@H:17]2[C@H:22]([OH:23])[C@@H:21]([OH:24])[C@H:20](O)[O:19][C@@H:18]2[CH2:26][OH:27])[C@H:13]([OH:28])[C@@H:12]([OH:29])[C@@H:11]1[OH:30].N1C=CC=CC=1.C(O)C>O>[OH:24][CH:21]([CH:20]1[NH:2][CH:3]([C:6]([OH:8])=[O:7])[CH2:4][S:5]1)[CH:22]([OH:23])[CH:17]([O:16][CH:14]1[O:15][C@H:10]([CH2:9][OH:31])[C@@H:11]([OH:30])[C@H:12]([OH:29])[C@H:13]1[OH:28])[CH:18]([OH:19])[CH2:26][OH:27]

Participants

6

Reactant 4

HCID 702Ethanol2×HCID 1049PyridineHCID 6255beta-MaltoseHCID 60960Cysteine Hydrochloride

Product 1

HCID 69469832HCID 69469832, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

17.56 Grams (100 mmol) of cysteine hydrochloride and 34.20 g (100 mmol) of maltose were dissolved in 35 ml of pure water, 8.36 ml (100 mmol) of pyridine was then added thereto, and the resulting solution was stirred at room temperature for 72 hours. 300 Milliliters of ethanol was added to the stirred solution, and the solution was left to stand in a refrigerator, whereby a paste-like precipitate was formed. The solvent was removed by decantation, and the precipitate was dissolved in 100 ml of water. After the insoluble matters were removed by filtration, the remaining solution was condensed to about 30 ml. Ethanol was continuously added to the condensed solution until a precipitate was about to appear, and the solution was then left to stand in a refrigerator overnight. The produced crystals were collected by filtration. The crystals were then dissolved in water again, the insoluble matters were removed by filtration, the resulting solution was condensed, and ethanol was added to the solution to cause recrystallization. The produced crystals were collected by filtration and dried under reduced pressure to obtain 2.2 g of a white powder (molar yield based on cysteine: 4.9%).

Workup

  1. waitthe solution was left
  2. customwas formed
  3. customThe solvent was removed by decantation
  4. dissolutionthe precipitate was dissolved in 100 ml of water
  5. customAfter the insoluble matters were removed by filtration
  6. customcondensed to about 30 ml
  7. waitthe solution was then left
  8. customto stand in a refrigerator overnight
  9. filtrationThe produced crystals were collected by filtration
  10. dissolutionThe crystals were then dissolved in water again
  11. customthe insoluble matters were removed by filtration
  12. customcondensed, and ethanol
  13. additionwas added to the solution
  14. customrecrystallization
  15. filtrationThe produced crystals were collected by filtration
  16. customdried under reduced pressure
  17. customto obtain 2.2 g of a white powder (molar yield based on cysteine: 4.9%)

Sources & evidence

ORD record
ord-9770eb78dbcb438ab2b66941e528ff74
Source dataset
uspto-grants-2007_05
Patent number
US07211285B2

Reaction notes

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